Product Name

  • Name

    tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate

  • EINECS 631-555-2
  • CAS No. 198904-85-7
  • Article Data16
  • CAS DataBase
  • Density 1.117 g/cm3
  • Solubility
  • Melting Point 74-77 °C
  • Formula C17H21N3O2
  • Boiling Point
  • Molecular Weight 299.373
  • Flash Point
  • Transport Information
  • Appearance white solid
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 198904-85-7 (tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate)
  • Hazard Symbols
  • Synonyms 2-[[4-(2-Pyridinyl)phenyl]methyl]-hydrazinecarboxylic acid 1,1-dimethylethyl ester;
  • PSA 63.25000
  • LogP 4.05970

Synthetic route

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester
198904-84-6

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
With hydrogen; sodium carbonate; triethylamine; 5%-palladium/activated carbon at 40℃; under 760.051 Torr; for 8h;99.76%
With hydrogen; 5%-palladium/activated carbon at 5 - 58℃; under 1520.1 Torr; for 5 - 8h; Nitrogen;99.14%
With hydrogen; palladium on carbon In methanol under 517.162 Torr; for 4h;96.5%
2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester
198904-84-6

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester

A

2-(4-methylphenyl)pyridine
4467-06-5

2-(4-methylphenyl)pyridine

B

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
With hydrogen; triethylamine; 5%-palladium/activated carbon at 40℃; under 760.051 Torr; for 5h;A 0.69%
B 99.17%
With hydrogen; sodium carbonate; 5%-palladium/activated carbon at 40℃; under 760.051 Torr; for 5h;A 0.25%
B 99.16%
With hydrogen; 5%-palladium/activated carbon In methanol at 50℃; under 760.051 Torr; for 5h;A 2.69%
B 97.11%
at 40 - 62℃; under 1520.1 Torr; for 5h; Hydrogen/nitrogen (1/2);A 0.1%
B 97.2%
With hydrogen; 5%-palladium/activated carbon at 5 - 58℃; under 1520.1 Torr; for 5 - 8h; Nitrogen gas;A 2.11%
B 94.41%
N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine
857904-11-1

N-(tert-butoxycarbonyl)-N'-[4-(pyridin-2-yl)phenylmethylidene]hydrazine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
With hydrogen; palladium 10% on activated carbon In methanol for 4h;98%
With hydrogen; palladium 10% on activated carbon In methanol98%
With hydrogen; palladium on activated charcoal In methanol89%
2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester
198904-84-6

2-[4-(2-pyridinyl)phenyl]methylenehydrazinecarboxylic acid tert-butyl ester

A

N-(tert-butoxycarbonyl)-N'-[4-5 (pyridin-2-yl)phenylmethylidene]hydrazine

N-(tert-butoxycarbonyl)-N'-[4-5 (pyridin-2-yl)phenylmethylidene]hydrazine

B

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
palladium-carbon In n-heptane; hydrogenA n/a
B 84%
2-(4-formylphenyl)pyridine
127406-56-8

2-(4-formylphenyl)pyridine

t-butoxycarbonylhydrazine
870-46-2

t-butoxycarbonylhydrazine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
With borane pyridine; acetic acid In methanol at 0 - 20℃; for 2h;78%
2-bromo-pyridine
109-04-6

2-bromo-pyridine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg, I2, 2.) <1,3-bis(diphenylphosphino)propane>nickel(II) chloride, diisobutylaluminum hydride, 3.) aq. HCl
2: 93 percent / ethanol / 4 h / Heating
3: 89 percent / H2 / 10percent Pd/C / methanol
View Scheme
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol; water / 150 °C / 6750.68 Torr / Sealed tube; Microwave irradiation
2: trimethylsilyl trifluoromethanesulfonate / toluene; isopropyl alcohol / 22 - 50 °C / Microwave irradiation; Sealed tube
3: palladium 10% on activated carbon; sodium formate / ethanol; water / 1.5 h / 57 °C
View Scheme
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol / 20 h / 76 °C / Inert atmosphere
2: toluene; isopropyl alcohol / 2 h / 80 - 85 °C / Inert atmosphere; Large scale
3: palladium 10% on activated carbon; sodium formate / water; ethanol / 1.5 h / 57 °C
View Scheme
Multi-step reaction with 3 steps
1: palladium diacetate; triphenylphosphine; potassium hydroxide / methanol; tetrahydrofuran / 24 h / 60 °C / Inert atmosphere; Schlenk technique
2: toluene; isopropyl alcohol / 16 h / 20 - 85 °C / Inert atmosphere; Schlenk technique
3: palladium 10% on activated carbon; sodium formate / ethanol; water
View Scheme
2-(4-formylphenyl)pyridine
127406-56-8

2-(4-formylphenyl)pyridine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 93 percent / ethanol / 4 h / Heating
2: 89 percent / H2 / 10percent Pd/C / methanol
View Scheme
Multi-step reaction with 2 steps
1: toluene; isopropyl alcohol / 2 h / 80 - 85 °C / Inert atmosphere; Large scale
2: palladium 10% on activated carbon; sodium formate / water; ethanol / 1.5 h / 57 °C
View Scheme
Multi-step reaction with 2 steps
1: toluene; isopropyl alcohol / 16 h / 20 - 85 °C / Inert atmosphere; Schlenk technique
2: palladium 10% on activated carbon; sodium formate / ethanol; water
View Scheme
1,1-dimethoxy-1-(4-bromophenyl)methane
24856-58-4

1,1-dimethoxy-1-(4-bromophenyl)methane

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg, I2, 2.) <1,3-bis(diphenylphosphino)propane>nickel(II) chloride, diisobutylaluminum hydride, 3.) aq. HCl
2: 93 percent / ethanol / 4 h / Heating
3: 89 percent / H2 / 10percent Pd/C / methanol
View Scheme
4-formylphenylboronic acid,
87199-17-5

4-formylphenylboronic acid,

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol; water / 150 °C / 6750.68 Torr / Sealed tube; Microwave irradiation
2: trimethylsilyl trifluoromethanesulfonate / toluene; isopropyl alcohol / 22 - 50 °C / Microwave irradiation; Sealed tube
3: palladium 10% on activated carbon; sodium formate / ethanol; water / 1.5 h / 57 °C
View Scheme
Multi-step reaction with 3 steps
1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / toluene; ethanol / 20 h / 76 °C / Inert atmosphere
2: toluene; isopropyl alcohol / 2 h / 80 - 85 °C / Inert atmosphere; Large scale
3: palladium 10% on activated carbon; sodium formate / water; ethanol / 1.5 h / 57 °C
View Scheme
Multi-step reaction with 3 steps
1: palladium diacetate; triphenylphosphine; potassium hydroxide / methanol; tetrahydrofuran / 24 h / 60 °C / Inert atmosphere; Schlenk technique
2: toluene; isopropyl alcohol / 16 h / 20 - 85 °C / Inert atmosphere; Schlenk technique
3: palladium 10% on activated carbon; sodium formate / ethanol; water
View Scheme
(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane
98760-08-8

(2R,3S)-3-[N-(tert-butyloxycarbonyl)amino]-1,2-epoxy-4-phenylbutane

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

1-[4-(pyridine-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2-azahexane
198904-86-8

1-[4-(pyridine-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2-azahexane

Conditions
ConditionsYield
In isopropyl alcohol for 24h; Inert atmosphere; Reflux; Large scale;85.4%
In isopropyl alcohol Heating / reflux;75%
In isopropyl alcohol for 16h; Heating;69%
C20H32NO7P
1003888-91-2

C20H32NO7P

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

C37H53N4O9P
1003888-92-3

C37H53N4O9P

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 15h;78%
(2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoic Acid
853893-93-3

(2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoic Acid

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

tert-butyl 2-{(2S,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}-2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate

tert-butyl 2-{(2S,3S)-2-hydroxy-3-[((2S)-3-methyl-2-{3-[(2-methyl-1,3-thiazol-4-yl)methyl]-2-oxo-1-imidazolidinyl}butanoyl)amino]-4-phenylbutyl}-2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; DMF (N,N-dimethyl-formamide) at 25℃; for 16h;75%
2,2,2-Trifluoro-N-((S)-1-oxiranyl-2-phenyl-ethyl)-acetamide

2,2,2-Trifluoro-N-((S)-1-oxiranyl-2-phenyl-ethyl)-acetamide

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

1-[4-(Pyridin-2-yl)-phenyl]-4(S)-hydroxy-2-(N-Boc-amino)-5(S)-trifluoroacetyl-amino-6-phenyl-2-azahexane
198905-11-2

1-[4-(Pyridin-2-yl)-phenyl]-4(S)-hydroxy-2-(N-Boc-amino)-5(S)-trifluoroacetyl-amino-6-phenyl-2-azahexane

Conditions
ConditionsYield
In isopropyl alcohol at 80℃; for 16h;60%
(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester
98760-08-8, 98818-34-9, 98818-35-0, 103127-56-6, 98737-29-2

(1-oxiranyl-2-phenylethyl)carbamic acid tert-butyl ester

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

1-[4-(pyridine-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2-azahexane
198904-86-8

1-[4-(pyridine-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2-azahexane

Conditions
ConditionsYield
In isopropyl alcohol at 65℃; for 16h;57%
In isopropyl alcohol at 65 - 85℃; for 16h; Product distribution / selectivity;35%
In isopropyl alcohol at 85℃; for 16h;35%
N-methoxycarbonyl-L-valine
111398-44-8, 74761-42-5

N-methoxycarbonyl-L-valine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Methyl (1S)-2-methyl-1-({2-[4-(2-pyridinyl)benzyl]hydrazino}carbonyl)propylcarbamate
857904-23-5

Methyl (1S)-2-methyl-1-({2-[4-(2-pyridinyl)benzyl]hydrazino}carbonyl)propylcarbamate

Conditions
ConditionsYield
Stage #1: N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine With trifluoroacetic acid In dichloromethane at 25℃; for 1h;
Stage #2: N-methoxycarbonyl-L-valine With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 3h;		47%
Stage #1: N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine With trifluoroacetic acid In dichloromethane at 25℃; for 1h;
Stage #2: N-methoxycarbonyl-L-valine With N-ethyl-N,N-diisopropylamine; 3-[(diethoxyphosphinyl)oxy]-1,2,3-benzotriazin-4(3H)-one In tetrahydrofuran at 25℃; for 3h;		47%
(1S)-1-(2-oxiranyl)-2-phenyl-N-(trifluoromethyl)ethanamine
857904-14-4

(1S)-1-(2-oxiranyl)-2-phenyl-N-(trifluoromethyl)ethanamine

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

Tert-butyl 2-{(2S,3S)-2-hydroxy-4-phenyl-3-[(trifluoromethyl)amino]butyl}-2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate
857904-15-5

Tert-butyl 2-{(2S,3S)-2-hydroxy-4-phenyl-3-[(trifluoromethyl)amino]butyl}-2-[4-(2-pyridinyl)benzyl]hydrazinecarboxylate

Conditions
ConditionsYield
In isopropyl alcohol at 65℃; for 16h;28%
In isopropyl alcohol at 65℃; for 16h;28%
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

2(R)-3(S)-1,2-epoxy-3-phenylmethoxycarbonylamino-4-phenylbutane
137515-66-3

2(R)-3(S)-1,2-epoxy-3-phenylmethoxycarbonylamino-4-phenylbutane

tert-butyl 2-((2S,3S)-2-hydroxy-4-phenyl-3-{[(benzyloxy)carbonyl]amino}butyl)-2-(4-pyridin-2-ylbenzyl)hydrazinecarboxylate
1346891-05-1

tert-butyl 2-((2S,3S)-2-hydroxy-4-phenyl-3-{[(benzyloxy)carbonyl]amino}butyl)-2-(4-pyridin-2-ylbenzyl)hydrazinecarboxylate

Conditions
ConditionsYield
In isopropyl alcohol for 18h; Heating / reflux;7%
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

[ring-13C6]-N-(tert-butoxycarbonyl)-2(S)-amino-1-phenyl-3(R)-3,4-epoxy-bytane
1026616-57-8

[ring-13C6]-N-(tert-butoxycarbonyl)-2(S)-amino-1-phenyl-3(R)-3,4-epoxy-bytane

[ring-13C6]-1-[4-(pyridin-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxy-carbonyl)-amino]-4(S)-hydroxy-6-phenyl-2-azahexane
866017-17-6

[ring-13C6]-1-[4-(pyridin-2-yl)phenyl]-5(S)-2,5-bis[(tert-butyloxy-carbonyl)-amino]-4(S)-hydroxy-6-phenyl-2-azahexane

Conditions
ConditionsYield
In isopropyl alcohol at 75℃; for 12h;
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

1-(4-(pyridin-2-yl)benzyl)hydrazine
920757-34-2

1-(4-(pyridin-2-yl)benzyl)hydrazine

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water at 50℃; for 3h;
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

C42H40N6O7

C42H40N6O7

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: propan-2-ol / 24 h / 80 °C
2: HCl / dioxane / 4 h / 50 °C
3: Et3N / tetrahydrofuran / 8 h / 0 - 20 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

C46H44N6O9

C46H44N6O9

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: propan-2-ol / 24 h / 80 °C
2: HCl / dioxane / 4 h / 50 °C
3: Et3N / tetrahydrofuran / 8 h / 0 - 20 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

1-[4-(pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane
437713-06-9

1-[4-(pyridin-2-yl)-phenyl]-4(S)-hydroxy-5(S)-2,5-diamino-6-phenyl-2-azahexane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: propan-2-ol / 24 h / 80 °C
2: HCl / dioxane / 4 h / 50 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

{2,2-dimethyl-1-[N-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-propyl}-carbamic acid methyl ester

{2,2-dimethyl-1-[N-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-propyl}-carbamic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

(S)-{2,2-dimethyl-1-[N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-propyl}-carbamic acid methyl ester
857904-02-0

(S)-{2,2-dimethyl-1-[N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-propyl}-carbamic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 14.43 g / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

{(S)-1-[N'-((2S,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester
857900-54-0

{(S)-1-[N'-((2S,3S)-3-amino-2-hydroxy-4-phenyl-butyl)-N'-(4-pyridin-2-yl-benzyl)-hydrazinocarbonyl]-2,2-dimethyl-propyl}-carbamic acid methyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 14.43 g / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
3: 25 percent / propan-2-ol / 24 h / Heating
4: HCl / tetrahydrofuran; H2O / 5 h / 50 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

{(1S,2S)-1-benzyl-2-hydroxy-3-[N'-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyryl)-N-(4-pyridin-2-yl-benzyl)-hydrazino]-propyl}-carbamic acid tert-butyl ester
857904-03-1

{(1S,2S)-1-benzyl-2-hydroxy-3-[N'-((S)-2-methoxycarbonylamino-3,3-dimethyl-butyryl)-N-(4-pyridin-2-yl-benzyl)-hydrazino]-propyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 14.43 g / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
3: 25 percent / propan-2-ol / 24 h / Heating
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

C38H49(2)H3N6O7

C38H49(2)H3N6O7

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 14.43 g / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
3: 25 percent / propan-2-ol / 24 h / Heating
4: HCl / tetrahydrofuran; H2O / 5 h / 50 °C
5: 78 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / K2HPO4 / CH2Cl2; H2O / 12 h / 20 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

atazanavir
198904-31-3

atazanavir

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: HCl / tetrahydrofuran; H2O / 3 h / 50 °C
2: 14.43 g / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2 / 1.5 h / 20 °C
3: 25 percent / propan-2-ol / 24 h / Heating
4: HCl / tetrahydrofuran; H2O / 5 h / 50 °C
5: 95 percent / 1-hydroxybenzotriazole; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; ethyldiisopropylamine / CH2Cl2
View Scheme
Multi-step reaction with 3 steps
1: 69 percent / propan-2-ol / 16 h / Heating
2: 100 percent / aq. HCl / tetrahydrofuran / 4 h / 50 °C
3: 1.) O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate, N-ethyldiisopropylamine / 1.) CH2Cl2, 0 deg C, 20 min, 2.) CH2Cl2, overnight
View Scheme
Multi-step reaction with 3 steps
1: isopropyl alcohol / 24 h / Inert atmosphere; Reflux; Large scale
2: hydrogenchloride / tetrahydrofuran / 3 h / 22 - 55 °C / Large scale
3: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 22 - 25 °C / Large scale
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

C16(13)C6H26N4O*3ClH

C16(13)C6H26N4O*3ClH

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: propan-2-ol / 12 h / 75 °C
2: HCl / tetrahydrofuran; H2O / 30 h / 60 °C
View Scheme
N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine
198904-85-7

N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridine-2-yl)benzyl]hydrazine

[ring-13C6]-1-[4-(pyridin-2-yl)phenyl]-5(S)-2,5-bis{[N-(methoxy-carbonyl)-L-tert-leycinyl]amino}-4(S)-hydroxy-6-phenyl-2-azahexane

[ring-13C6]-1-[4-(pyridin-2-yl)phenyl]-5(S)-2,5-bis{[N-(methoxy-carbonyl)-L-tert-leycinyl]amino}-4(S)-hydroxy-6-phenyl-2-azahexane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: propan-2-ol / 12 h / 75 °C
2: HCl / tetrahydrofuran; H2O / 30 h / 60 °C
3: 0.899 g / 1-hydroxybenzotriazole hydrate; 1-[3-(dimethylamino)-propyl]-3-ethyl-carbodiimide*HCl; diisopropylethylamine / CH2Cl2 / 17 h / 20 °C
View Scheme

tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate Chemical Properties

Product Name: Tert-butyl N-[(4-pyridin-2-ylphenyl)methylamino]carbamate (CAS NO.198904-85-7)

Molecular Formula: C17H21N3O2
Molecular Weight: 299.37g/mol
Mol File: 198904-85-7.mol
Appearance: White Solid
Density: 1.117 g/cm3
Surface Tension: 43.027 dyne/cm
XLogP3-AA: 2.8
H-Bond Donor: 2
H-Bond Acceptor: 4
Structure Descriptors of Tert-butyl N-[(4-pyridin-2-ylphenyl)methylamino]carbamate (CAS NO.198904-85-7):
  IUPAC Name: tert-butyl N-[(4-pyridin-2-ylphenyl)methylamino]carbamate
  Canonical SMILES: CC(C)(C)OC(=O)NNCC1=CC=C(C=C1)C2=CC=CC=N2
  InChI: InChI=1S/C17H21N3O2/c1-17(2,3)22-16(21)20-19-12-13-7-9-14(10-8-13)15-6-4-5-11-18-15/h4-11,19H,12H2,1-3H3,(H,20,21) 
  InChIKey: GIMJTKJSKPENNG-UHFFFAOYSA-N
Product Categories: API intermediates; Aromatics Compounds; Aromatics; Heterocycles 

tert-Butyl 2-(4-(pyridin-2-yl)benzyl)hydrazinecarboxylate Specification

 Tert-butyl N-[(4-pyridin-2-ylphenyl)methylamino]carbamate , its CAS NO. is 198904-85-7, the synonyms are N-1-(tert-butoxycarbonyl)-N-2-[4-(pyridin-2-yl)benzyl]hydrazine ; tert-butyl 2-[4-(pyridin-2-yl)benzyl]hydrazinecarboxylate . 

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