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Henan Tianfu Chemical Co., Ltd.

High purity CAS 571190-30-2 Palbociclib in stock Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED intermediates (Fluorene,Car

High purity CAS 571190-30-2 Palbociclib in stock

Cas:571190-30-2

Min.Order:1 Gram

FOB Price: $100.0

Type:Lab/Research institutions

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Lonwin Chemical Group Limited

OTAVA-BB 1115529 CAS: 571190-30-2 Specification CAS: 571190-30-2 MF: C24H29N7O2 MW: 447.54 EINECS: 810-186-2 Product Categories: Inhibitors;Anticancer;API Mol File: 571190-30-2.mol Palbociclib Structure Palbociclib Chemical Properties Melti

Factory supply OTAVA-BB 1115529

Cas:571190-30-2

Min.Order:1 Kilogram

Negotiable

Type:Other

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Synthetic route

C24H28ClN7O2

C24H28ClN7O2

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With hydrogen; sodium hydroxide In ethanol at 40 - 50℃; for 4h; Reagent/catalyst; Solvent;98.6%
With hydrogen; sodium hydroxide; palladium dichloride In ethanol at 40 - 50℃; for 4h;97.1%
4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridine-3-yl]piperazine-1-carboxylic acid tert-butyl ester

4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridine-3-yl]piperazine-1-carboxylic acid tert-butyl ester

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 25 - 30℃; for 5h;98.5%
With methanesulfonic acid In water; acetone at 55 - 70℃; for 8h; Reagent/catalyst;95%
With hydrogenchloride In water; butan-1-ol at 70℃; for 2h;84.8%
tert‑butyl 4‑(6‑((6‑(1‑butoxyvinyl)‑8‑cyclopentyl‑5‑methyl‑7‑oxo‑7,8‑dihydropyrido[2,3‑d]pyrimidin‑2‑yl)amino)pyridin‑3‑yl)piperazine‑1‑carboxylate

tert‑butyl 4‑(6‑((6‑(1‑butoxyvinyl)‑8‑cyclopentyl‑5‑methyl‑7‑oxo‑7,8‑dihydropyrido[2,3‑d]pyrimidin‑2‑yl)amino)pyridin‑3‑yl)piperazine‑1‑carboxylate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With methanesulfonic acid In water; acetone at 45 - 55℃; Solvent; Reagent/catalyst; Large scale;98%
With methanesulfonic acid In water; acetone at 55℃; Reagent/catalyst;98%
With methanesulfonic acid In water; acetone at 45 - 55℃; for 0.5h;96.2%
6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one isethionate

6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one isethionate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With water; sodium carbonate at 30℃; for 1h; Reagent/catalyst; Temperature;97%
With sodium hydroxide In methanol; water at 25 - 35℃; pH=10;32.2 g
6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride

6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With water; sodium hydroxide at 100℃;96%
With sodium hydroxide In water pH=10 - Ca. 11; Concentration;90%
With sodium hydroxide In water pH=11 - 12.5; Large scale;
6-acetyl-8-cyclopentyl-5-methyl-2-[[5-(1-piperazinyl)-2-pyridinyl]amino]-5,6-dihydropyrido[2,3-d]pyrimidyl-7(8H)-one

6-acetyl-8-cyclopentyl-5-methyl-2-[[5-(1-piperazinyl)-2-pyridinyl]amino]-5,6-dihydropyrido[2,3-d]pyrimidyl-7(8H)-one

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With tetrahydropyridine dichromate nickel (II); acetic acid at 25 - 35℃; for 8h; Temperature;95.3%
With sodium selenate In dimethyl sulfoxide at 150 - 160℃;94%
6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride
827022-32-2

6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water for 1h; pH=9; Solvent;95%
Stage #1: 6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride In water at 55℃; for 1.5h;
Stage #2: With ammonia at -5 - 0℃; for 4h;
84.2%
With triethylamine In water at 0 - 40℃;65%
6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one acetate

6-acetyl-8-cyclopentyl-5-methyl-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrido[2,3-d]pyrimidin-7(8H)-one acetate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In water pH=10 - Ca. 11;95%
palbociclib dihydrochloride dihydrate

palbociclib dihydrochloride dihydrate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 19 - 25℃; for 21h;94%
C24H29N7O2*2CH4O3S

C24H29N7O2*2CH4O3S

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 28℃; for 1.75h; pH=12; Large scale;92%
1-(4-ethoxy-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrimidin-5-yl)ethanone

1-(4-ethoxy-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrimidin-5-yl)ethanone

ethyl acetoacetate
141-97-9

ethyl acetoacetate

Cyclopentamine
1003-03-8

Cyclopentamine

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: 1-(4-ethoxy-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrimidin-5-yl)ethanone; Cyclopentamine In isopropyl alcohol for 4h; Reflux;
Stage #2: With sodium ethanolate In isopropyl alcohol for 0.5h;
Stage #3: ethyl acetoacetate In isopropyl alcohol for 3h; Reagent/catalyst; Solvent; Reflux;
91.89%
Stage #1: 1-(4-ethoxy-2-((5-(piperazin-1-yl)pyridin-2-yl)amino)pyrimidin-5-yl)ethanone; Cyclopentamine In isopropyl alcohol at 20 - 60℃; for 4h; Reflux;
Stage #2: With sodium ethanolate In isopropyl alcohol for 0.5h;
Stage #3: ethyl acetoacetate In isopropyl alcohol for 3h; Reflux;
91.85%
4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}piperazine-1-carboxylic acid tert-butyl ester
571189-10-1

4-{6-[8-cyclopentyl-6-(1-ethoxyvinyl)-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino]pyridin-3-yl}piperazine-1-carboxylic acid tert-butyl ester

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane91%
With hydrogenchloride In dichloromethane91%
palbociclib trifluoroacetic acid

palbociclib trifluoroacetic acid

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In water pH=10 - Ca. 11;89%
With sodium hydroxide In methanol; water at 40℃; pH=9.5 - 10;2.6 g
N-cyclopentyl-5-methyl-2-[[5-(1-piperazinyl)-2-pyridyl]amino]-6-ethynylpyrido[2,3-d]pyrimidin-7-one

N-cyclopentyl-5-methyl-2-[[5-(1-piperazinyl)-2-pyridyl]amino]-6-ethynylpyrido[2,3-d]pyrimidin-7-one

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sulfuric acid; gold(I) chloride In water at 75℃; for 2h; Temperature;88.7%
4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester hydrochloride

4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester hydrochloride

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: 4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester hydrochloride With hydrogenchloride In ethanol; water at 70℃; for 4.25h; Inert atmosphere;
Stage #2: With sodium hydroxide at 20 - 35℃; for 20.14h;
87.7%
Stage #1: 4-[6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-ylamino)pyridin-3-yl]piperazine-1-carboxylic acid tert-butyl ester hydrochloride With hydrogenchloride In ethanol; water at 70℃; for 3h; Inert atmosphere;
Stage #2: With sodium hydroxide Inert atmosphere;
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
571188-59-5

tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

1-(2-chloro-8-cyclopentyl-5-methyl-7-oxo-1,3,8-triaza-8H-naphth-6-yl)-1-ethanone

1-(2-chloro-8-cyclopentyl-5-methyl-7-oxo-1,3,8-triaza-8H-naphth-6-yl)-1-ethanone

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate With lithium hexamethyldisilazane In tetrahydrofuran; tert-butyl methyl ether for 0.5h;
Stage #2: 1-(2-chloro-8-cyclopentyl-5-methyl-7-oxo-1,3,8-triaza-8H-naphth-6-yl)-1-ethanone In tetrahydrofuran; tert-butyl methyl ether at 20℃; for 1h; Solvent; Reagent/catalyst;
86.6%
Stage #1: tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate; 1-(2-chloro-8-cyclopentyl-5-methyl-7-oxo-1,3,8-triaza-8H-naphth-6-yl)-1-ethanone With lithium hexamethyldisilazane In toluene at 50 - 55℃; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water at 20℃; for 12h; Inert atmosphere;
82.6%
6-acetyl-8-cyclopentyl-5-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one
850628-86-3

6-acetyl-8-cyclopentyl-5-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one

tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
571188-59-5

tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: 6-acetyl-8-cyclopentyl-5-methyl-2-(methylsulfinyl)pyrido[2,3-d]pyrimidin-7(8H)-one; tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate With lithium hexamethyldisilazane In toluene at 70 - 75℃; Inert atmosphere;
Stage #2: With hydrogenchloride In dichloromethane; water at 20℃; for 12h; Inert atmosphere;
85%
C24H29N7O2*2C2H6O4S

C24H29N7O2*2C2H6O4S

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
In methanol; water at 20℃; for 3h; pH=> 8;84.5%
N-cyclopentyl-3-acetyl-4-methyl-6-formyl-5-chloro-2-pyridone

N-cyclopentyl-3-acetyl-4-methyl-6-formyl-5-chloro-2-pyridone

N-(5-(4-N-tert-butoxycarbonyl-1-N-hexahydro-pyrazinyl)2-pyridyl)guanidine sulphate

N-(5-(4-N-tert-butoxycarbonyl-1-N-hexahydro-pyrazinyl)2-pyridyl)guanidine sulphate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: N-cyclopentyl-3-acetyl-4-methyl-6-formyl-5-chloro-2-pyridone; N-(5-(4-N-tert-butoxycarbonyl-1-N-hexahydro-pyrazinyl)2-pyridyl)guanidine sulphate With sodium methylate In methanol at 60 - 65℃; for 5h;
Stage #2: With water; sodium hydroxide at 20℃; for 3h;
83.8%
C28H35N7O5

C28H35N7O5

acetic anhydride
108-24-7

acetic anhydride

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Stage #1: C28H35N7O5; acetic anhydride With pyridine at 80℃; for 4h;
Stage #2: With hydrogenchloride In methanol; water at 5 - 45℃; for 3h; Reagent/catalyst; Temperature;
83%
palbociclib acetic acid

palbociclib acetic acid

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 0.366667h;71%
6-acetyl-8-cyclopentyl-5-methyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride

6-acetyl-8-cyclopentyl-5-methyl-2-(5-piperazin-1-yl-pyridin-2-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one hydrochloride

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
With sodium hydroxide
tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
571188-59-5

tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: isopropylmagnesium chloride / tetrahydrofuran / 20 - 60 °C / Inert atmosphere
2: palladium diacetate; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether / butan-1-ol / 2.5 h / 95 °C / Inert atmosphere
3: methanesulfonic acid / water; acetone / 45 - 55 °C / Large scale
View Scheme
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
1.2: 1.91 h / 10 - 20 °C
2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 28 h / Heating; Inert atmosphere
3.1: hydrogenchloride / ethanol / 50 °C / Inert atmosphere
3.2: 20 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
1.2: 1.91 h / 10 - 20 °C
2.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 24 h / Inert atmosphere; Heating
2.2: 3 h / 20 °C
3.1: hydrogenchloride / water; ethanol / 4.25 h / 70 °C / Inert atmosphere
3.2: 20.14 h / 20 - 35 °C
View Scheme
Cyclopentamine
1003-03-8

Cyclopentamine

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: triethylamine / ethanol / 4 h / 25 °C
2.1: palladium diacetate; triethylamine / 1-methyl-pyrrolidin-2-one / 65 °C / Inert atmosphere
2.2: 65 °C / Inert atmosphere
3.1: N-Bromosuccinimide; oxalic acid / acetonitrile / 60 °C
4.1: isopropylmagnesium chloride / tetrahydrofuran / 20 - 60 °C / Inert atmosphere
5.1: palladium diacetate; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether / butan-1-ol / 2.5 h / 95 °C / Inert atmosphere
6.1: methanesulfonic acid / water; acetone / 45 - 55 °C / Large scale
View Scheme
Multi-step reaction with 6 steps
1.1: ethanol / 3 h / 10 - 20 °C
2.1: tris-(o-tolyl)phosphine; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 75 °C / Inert atmosphere
2.2: 2 h / 75 °C
3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
4.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
4.2: 1.91 h / 10 - 20 °C
5.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 28 h / Heating; Inert atmosphere
6.1: hydrogenchloride / ethanol / 50 °C / Inert atmosphere
6.2: 20 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 6 steps
1.1: ethanol / 3 h / 10 - 20 °C
2.1: tris-(o-tolyl)phosphine; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 75 °C / Inert atmosphere
2.2: 2 h / 75 °C
3.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
4.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
4.2: 1.91 h / 10 - 20 °C
5.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 24 h / Inert atmosphere; Heating
5.2: 3 h / 20 °C
6.1: hydrogenchloride / water; ethanol / 4.25 h / 70 °C / Inert atmosphere
6.2: 20.14 h / 20 - 35 °C
View Scheme
5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine
733039-20-8

5-bromo-2-chloro-N-cyclopentylaminopyrimidine-4-amine

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: palladium diacetate; triethylamine / 1-methyl-pyrrolidin-2-one / 65 °C / Inert atmosphere
1.2: 65 °C / Inert atmosphere
2.1: N-Bromosuccinimide; oxalic acid / acetonitrile / 60 °C
3.1: isopropylmagnesium chloride / tetrahydrofuran / 20 - 60 °C / Inert atmosphere
4.1: palladium diacetate; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether / butan-1-ol / 2.5 h / 95 °C / Inert atmosphere
5.1: methanesulfonic acid / water; acetone / 45 - 55 °C / Large scale
View Scheme
Multi-step reaction with 5 steps
1.1: tris-(o-tolyl)phosphine; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 75 °C / Inert atmosphere
1.2: 2 h / 75 °C
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
3.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
3.2: 1.91 h / 10 - 20 °C
4.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 24 h / Inert atmosphere; Heating
4.2: 3 h / 20 °C
5.1: hydrogenchloride / water; ethanol / 4.25 h / 70 °C / Inert atmosphere
5.2: 20.14 h / 20 - 35 °C
View Scheme
Multi-step reaction with 5 steps
1.1: tris-(o-tolyl)phosphine; bis(benzonitrile)palladium(II) dichloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 75 °C / Inert atmosphere
1.2: 2 h / 75 °C
2.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
3.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
3.2: 1.91 h / 10 - 20 °C
4.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 28 h / Heating; Inert atmosphere
5.1: hydrogenchloride / ethanol / 50 °C / Inert atmosphere
5.2: 20 h / 20 °C / Inert atmosphere
View Scheme
2-chloro-5-methyl-8-cyclopentylpyridin[2,3-d]pyrimidin-8-hydro-7-one
1013916-37-4

2-chloro-5-methyl-8-cyclopentylpyridin[2,3-d]pyrimidin-8-hydro-7-one

PD 0332991
571190-30-2

PD 0332991

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-Bromosuccinimide; oxalic acid / acetonitrile / 60 °C
2: isopropylmagnesium chloride / tetrahydrofuran / 20 - 60 °C / Inert atmosphere
3: palladium diacetate; N-ethyl-N,N-diisopropylamine; bis[2-(diphenylphosphino)phenyl] ether / butan-1-ol / 2.5 h / 95 °C / Inert atmosphere
4: methanesulfonic acid / water; acetone / 45 - 55 °C / Large scale
View Scheme
Multi-step reaction with 4 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
2.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
2.2: 1.91 h / 10 - 20 °C
3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 28 h / Heating; Inert atmosphere
4.1: hydrogenchloride / ethanol / 50 °C / Inert atmosphere
4.2: 20 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 7 h / 15 °C / Inert atmosphere; Heating
2.1: lithium hexamethyldisilazane / tetrahydrofuran; toluene / 0.17 h / 10 °C / Inert atmosphere
2.2: 1.91 h / 10 - 20 °C
3.1: palladium bis[bis(diphenylphosphino)ferrocene] dichloride; N-ethyl-N,N-diisopropylamine / butan-1-ol; dichloromethane / 24 h / Inert atmosphere; Heating
3.2: 3 h / 20 °C
4.1: hydrogenchloride / water; ethanol / 4.25 h / 70 °C / Inert atmosphere
4.2: 20.14 h / 20 - 35 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium acetate; bromine; acetic acid / 35 h / 50 °C / Inert atmosphere
2.1: lithium hexamethyldisilazane / toluene / 0.5 h / 0 - 20 °C
2.2: 0.67 h / 0 - 20 °C
3.1: palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene; N-ethyl-N,N-diisopropylamine / butan-1-ol / 20 h / 95 °C / Inert atmosphere
4.1: hydrogenchloride / dichloromethane; water / 1 h / 20 °C
5.1: trifluoroacetic acid / dichloromethane / 15 h
View Scheme
Multi-step reaction with 3 steps
1: aluminum (III) chloride / chloroform / 5 h / 0 - 60 °C
2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 80 - 85 °C
3: hydrogenchloride / acetone; water / 10 h / 50 °C
View Scheme
PD 0332991
571190-30-2

PD 0332991

chloroacetyl chloride
79-04-9

chloroacetyl chloride

6-acetyl-2-(5-(4-(2-chloroacetyl)piperazin-1-yl)pyridin-2-ylamino)-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one

6-acetyl-2-(5-(4-(2-chloroacetyl)piperazin-1-yl)pyridin-2-ylamino)-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 20℃; for 3h;99%
With dmap In dichloromethane at 0 - 20℃;86%
Stage #1: PD 0332991 With triethylamine In dichloromethane at 0℃; for 0.0833333h;
Stage #2: chloroacetyl chloride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;
75%
PD 0332991
571190-30-2

PD 0332991

suberic acid monomethyl ester
3946-32-5

suberic acid monomethyl ester

methyl 8-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-8-oxooctanoate

methyl 8-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-8-oxooctanoate

Conditions
ConditionsYield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 20℃;98%
PD 0332991
571190-30-2

PD 0332991

bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

C27H33N7O4

C27H33N7O4

Conditions
ConditionsYield
With potassium carbonate Inert atmosphere;98%
PD 0332991
571190-30-2

PD 0332991

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

tert-butyl 2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)acetate

tert-butyl 2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)acetate

Conditions
ConditionsYield
Stage #1: PD 0332991 With potassium carbonate In 1-methyl-pyrrolidin-2-one for 0.166667h;
Stage #2: bromoacetic acid tert-butyl ester In 1-methyl-pyrrolidin-2-one at 50℃; for 12h;
96%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 16h;88%
With potassium carbonate In N,N-dimethyl-formamide at 20℃;85%
PD 0332991
571190-30-2

PD 0332991

2,2'-oxybis-acetic acid
110-99-6

2,2'-oxybis-acetic acid

2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-2-oxoethoxy)acetic acid

2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-2-oxoethoxy)acetic acid

Conditions
ConditionsYield
With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; dimethyl sulfoxide at 20℃;96%
PD 0332991
571190-30-2

PD 0332991

C30H40N4O6S

C30H40N4O6S

(2S,4R)-1-((S)-2-((E)-8-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-8-oxooct-4-enamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

(2S,4R)-1-((S)-2-((E)-8-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-8-oxooct-4-enamido)-3,3-dimethylbutanoyl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine In N,N-dimethyl-formamide at 20℃;95%
PD 0332991
571190-30-2

PD 0332991

tert-Butyl acrylate
1663-39-4

tert-Butyl acrylate

tert-butyl 3-(4-(6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3 -d]pyrimidin-2-ylamino)pyridin-3-yl)piperazin-1-yl)propanoate

tert-butyl 3-(4-(6-(6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3 -d]pyrimidin-2-ylamino)pyridin-3-yl)piperazin-1-yl)propanoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 20℃; for 5h;94%
PD 0332991
571190-30-2

PD 0332991

acetic acid
64-19-7

acetic acid

palbociclib acetic acid

palbociclib acetic acid

Conditions
ConditionsYield
In water93%
PD 0332991
571190-30-2

PD 0332991

maleic acid
110-16-7

maleic acid

palbociclib maleate

palbociclib maleate

Conditions
ConditionsYield
In acetonitrile at 20℃; for 48h; Solvent; Reflux;92.7%
PD 0332991
571190-30-2

PD 0332991

2-hydroxyethanesulfonic acid
107-36-8

2-hydroxyethanesulfonic acid

PD 0332991 isethionate

PD 0332991 isethionate

Conditions
ConditionsYield
In methanol at -8 - 20℃; Conversion of starting material;91.8%
In methanol at 20℃; for 3h;52.5%
In methanol; water pH=5.2;
In methanol; water pH=5.2;
PD 0332991
571190-30-2

PD 0332991

propoxycarbonyl chloride
109-61-5

propoxycarbonyl chloride

propyl 4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

propyl 4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 20℃;91%
PD 0332991
571190-30-2

PD 0332991

[(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid
76-26-6, 3144-16-9, 5872-08-2, 35963-20-3

[(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid

palbociclib camsylate

palbociclib camsylate

Conditions
ConditionsYield
In acetone at 20℃; for 24h; Reflux;91%
PD 0332991
571190-30-2

PD 0332991

6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride
827022-32-2

6-acetyl-8-cyclopentyl-5-methyl-2-{[5-(piperazin-1-yl)pyridin-2yl]amino}pyrido[2,3-d]pyrimidin-7(8H)-one hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 20℃; for 93h; Heating;90.8%
PD 0332991
571190-30-2

PD 0332991

naphthalene-2-sulfonate
120-18-3

naphthalene-2-sulfonate

palbociclib napsylate

palbociclib napsylate

Conditions
ConditionsYield
In acetone at 20℃; for 48h; Solvent; Reflux;90.3%
PD 0332991
571190-30-2

PD 0332991

carbonochloridic acid, butyl ester
592-34-7

carbonochloridic acid, butyl ester

butyl 4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

butyl 4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazine-1-carboxylate

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 20℃;90%
PD 0332991
571190-30-2

PD 0332991

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethyl bromide

tert-butyl (2-(2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyI-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)ethoxy)ethoxy)ethyl)carbamate

tert-butyl (2-(2-(2-(4-(6-((6-acetyl-8-cyclopentyl-5-methyI-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)ethoxy)ethoxy)ethyl)carbamate

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetonitrile at 80℃; for 16h; Inert atmosphere;90%
With potassium carbonate; potassium iodide In acetone Reflux;85%
With potassium carbonate; potassium iodide In acetone Reflux;85%
PD 0332991
571190-30-2

PD 0332991

tert-butyl 3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy) ethoxy)ethoxy)propanoate

tert-butyl 3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy) ethoxy)ethoxy)propanoate

4-((2-(2-(2-(3-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-3-oxopropoxy)ethoxy)ethoxy)ethyl)amino)-2-(2,6- dioxopiperidin-3-yl)isoindoline-1,3-dione

4-((2-(2-(2-(3-(4-(6-((6-acetyl-8-cyclopentyl-5-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)pyridin-3-yl)piperazin-1-yl)-3-oxopropoxy)ethoxy)ethoxy)ethyl)amino)-2-(2,6- dioxopiperidin-3-yl)isoindoline-1,3-dione

Conditions
ConditionsYield
Stage #1: tert-butyl 3-(2-(2-(2-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)ethoxy) ethoxy)ethoxy)propanoate With formic acid at 20℃;
Stage #2: PD 0332991 With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; dimethyl sulfoxide at 20℃;
90%

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