CAS No.139755-83-2,Sildenafil Suppliers,MSDS download

: 200575-15-1
4-[2-ethoxy-5-(4-methyl-1-piperazinylsulfonyl)-benzamido]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 139755-83-2
viagra

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 120℃; for 0.166667h; Cyclization; microwave irradiation;	100%
With potassium tert-butylate In tert-butyl alcohol for 8h; Reflux;	44%
With sodium hydroxide In water for 8h; Reflux;	280 mg

: 109-01-3
1-methyl-piperazine

: 139756-22-2
5-(5-Chlorosulphonyl-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

: 139755-83-2
viagra

Conditions

Conditions	Yield
With pyridine In water at 50℃; Reagent/catalyst; Temperature;	93.9%
With triethylamine In methanol at 20℃; for 0.75h; Product distribution / selectivity;	91%
In acetone at 20℃; for 3h; Sealed tube;	90%

: 139756-22-2
5-(5-Chlorosulphonyl-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

: 34352-59-5, 50398-09-9, 51545-09-6
1-methylpiperazine hydrochloride

: 139755-83-2
viagra

Conditions

Conditions	Yield
With triethylamine; N-ethyl-N,N-diisopropylamine In water at 60℃; for 1.2h;	91.8%

: 1033861-39-0
7-chloro-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 7-chloro-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine With water; sodium hydrogencarbonate In tert-butyl alcohol at 90℃; for 1.5 - 2h; Heating / reflux; Stage #2: With hydrogenchloride In water at 0℃; pH=8.5 - 9.5; Product distribution / selectivity;	90%
Stage #1: 7-chloro-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine With water; sodium hydrogencarbonate In tert-butyl alcohol for 2h; Reflux; Stage #2: With hydrogenchloride In water pH=8.5 - 9.5; Product distribution / selectivity;	90%
With water for 4h; Product distribution / selectivity; Heating / reflux;	83%
Stage #1: 7-chloro-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine With hydrogenchloride; water at 60℃; for 2h; Stage #2: With sodium hydrogencarbonate In water at 0℃; pH=8.5 - 9.5; Product distribution / selectivity;	79%

: 1033861-54-9
7-bromo-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 7-bromo-1-methyl-5-[2-ethoxy-5-(4-methylpiperazinylsulfonyl)-phenyl]-3-n-propyl-1H-pyrazolo[4,3-d]pyrimidine With water; sodium hydrogencarbonate In tert-butyl alcohol for 2h; Heating / reflux; Stage #2: With hydrogenchloride In water at 0℃; pH=8.5 - 9.5; Product distribution / selectivity;	75%

: 109-01-3
1-methyl-piperazine

: 226956-42-9
4-(5-chlorosulfonyl-2-ethoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 1-methyl-piperazine; 4-(5-chlorosulfonyl-2-ethoxybenzamido)-1-methyl-3-n-propylpyrazole-5-carboxamide In dichloromethane for 2h; Stage #2: With potassium carbonate In isopropyl alcohol for 4h; Reagent/catalyst; Reflux;	71.7%

: 109-01-3
1-methyl-piperazine

: 1491216-01-3
5-(2-ethoxy-5-iodophenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 5-(2-ethoxy-5-iodophenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one With 1,10-Phenanthroline; potassium pyrosulfite; tetraethylammonium bromide; sodium formate; palladium diacetate; triphenylphosphine In dimethyl sulfoxide at 70℃; for 2h; Inert atmosphere; Microwave irradiation; Stage #2: 1-methyl-piperazine With N-Bromosuccinimide In tetrahydrofuran; dimethyl sulfoxide at 0 - 23℃; for 0.5h; Inert atmosphere; chemoselective reaction;	50%

Yield

Stage #1: 5-(2-ethoxy-5-iodophenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one With 1,10-Phenanthroline; potassium pyrosulfite; tetraethylammonium bromide; sodium formate; palladium diacetate; triphenylphosphine In dimethyl sulfoxide at 70℃; for 2h; Inert atmosphere; Microwave irradiation;
Stage #2: 1-methyl-piperazine With N-Bromosuccinimide In tetrahydrofuran; dimethyl sulfoxide at 0 - 23℃; for 0.5h; Inert atmosphere; chemoselective reaction;

50%

: 109-01-3
1-methyl-piperazine

: 147676-70-8
5-(5-bromo-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 5-(5-bromo-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one With 1,10-Phenanthroline; potassium pyrosulfite; tetraethylammonium bromide; sodium formate; palladium diacetate; triphenylphosphine In dimethyl sulfoxide at 70℃; for 3h; Inert atmosphere; Microwave irradiation; Stage #2: 1-methyl-piperazine With N-Bromosuccinimide In tetrahydrofuran; dimethyl sulfoxide at 0 - 23℃; for 0.5h; Inert atmosphere; chemoselective reaction;	37%

Yield

Stage #1: 5-(5-bromo-2-ethoxyphenyl)-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]-pyrimidin-7-one With 1,10-Phenanthroline; potassium pyrosulfite; tetraethylammonium bromide; sodium formate; palladium diacetate; triphenylphosphine In dimethyl sulfoxide at 70℃; for 3h; Inert atmosphere; Microwave irradiation;
Stage #2: 1-methyl-piperazine With N-Bromosuccinimide In tetrahydrofuran; dimethyl sulfoxide at 0 - 23℃; for 0.5h; Inert atmosphere; chemoselective reaction;

37%

: 383427-84-7
ethyl 2-ethoxy-5-(4-methyl-1-piperazinylsulfonyl)-benzimidate

: 139756-02-8
4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

A 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamine: 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamine

B: 139755-83-2
viagra

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene; ethyl acetate	A 22.6% B n/a

...Expand

: 109-01-3
1-methyl-piperazine

: 139756-21-1
5-(2-ethoxy)-phenyl-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidine-7-one

: 139755-83-2
viagra

Conditions

Conditions	Yield
With chlorosulfonic acid 1), 2) EtOH; Multistep reaction;

: 960009-37-4
5-[2-ethoxycarbonyloxy-5-(4-methyl-piperazine-1-sulfonyl)-phenyl]-1-methyl-3-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

: 64-17-5
ethanol

: 139755-83-2
viagra

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide at 110℃; under 1324.03 - 2942.29 Torr; for 6h;
With dicyclohexyl-carbodiimide at 105 - 110℃; under 1324.03 - 2942.29 Torr;

: 109-01-3
1-methyl-piperazine

Merrifield resin-OC(O)CH2CH2CH(OH)CH2I: Merrifield resin-OC(O)CH2CH2CH(OH)CH2I

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: iPr2NEt / dimethylformamide 2.1: dimethylformamide / 60 °C 2.2: polymer-supported HOBt; PyBrOP / dimethylformamide 2.3: isocyanate resin / tetrahydrofuran 3.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme

: 17243-13-9
5-chlorosulfonyl-2-hydroxybenzoic acid

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: iPr2NEt / dimethylformamide 2.1: dimethylformamide / 60 °C 2.2: polymer-supported HOBt; PyBrOP / dimethylformamide 2.3: isocyanate resin / tetrahydrofuran 3.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme

: 139756-02-8
4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: dimethylformamide / 60 °C 1.2: polymer-supported HOBt; PyBrOP / dimethylformamide 1.3: isocyanate resin / tetrahydrofuran 2.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: Et3N, DMAP / CH2Cl2 2: NaOH / ethanol; H2O 3: 1) ClSO3H / 1), 2) EtOH View Scheme
Multi-step reaction with 3 steps 1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane 2: sodium hydroxide / diethylene glycol 3: triethylamine / toluene / 70 - 75 °C View Scheme

: 304435-81-2
[N'-(1-cyano-butyl)-N-methyl-hydrazino]-acetic acid ethyl ester

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 90 percent / MnO2 2.1: 90 percent / polymer-supported BEMP / ethanol 3.1: NH3 4.1: dimethylformamide / 60 °C 4.2: polymer-supported HOBt; PyBrOP / dimethylformamide 4.3: isocyanate resin / tetrahydrofuran 5.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme

: [N'-(1-cyano-butylidene)-N-methyl-hydrazino]-acetic acid ethyl ester

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 90 percent / polymer-supported BEMP / ethanol 2.1: NH3 3.1: dimethylformamide / 60 °C 3.2: polymer-supported HOBt; PyBrOP / dimethylformamide 3.3: isocyanate resin / tetrahydrofuran 4.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme

: 304435-83-4
4-amino-2-methyl-5-propyl-2H-pyrazole-3-carboxylic acid ethyl ester

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: NH3 2.1: dimethylformamide / 60 °C 2.2: polymer-supported HOBt; PyBrOP / dimethylformamide 2.3: isocyanate resin / tetrahydrofuran 3.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme

: 960009-35-2
2-hydroxy-5-(4-methylpiperazin-1-ylsulphonyl)benzoic acid

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: dimethylformamide / 60 °C 1.2: polymer-supported HOBt; PyBrOP / dimethylformamide 1.3: isocyanate resin / tetrahydrofuran 2.1: 100 percent / NaOEt / ethanol / 0.17 h / 120 °C / microwave irradiation View Scheme
Multi-step reaction with 3 steps 1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane 2: sodium hydroxide / diethylene glycol 3: triethylamine / toluene / 70 - 75 °C View Scheme
Multi-step reaction with 4 steps 1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / dichloromethane 2: sodium hydroxide / diethylene glycol 3: triethylamine 4: dicyclohexyl-carbodiimide / 105 - 110 °C / 1324.03 - 2942.29 Torr View Scheme

: 42926-52-3
2-ethoxybenzoyl chloride

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: Et3N, DMAP / CH2Cl2 2: NaOH / ethanol; H2O 3: 1) ClSO3H / 1), 2) EtOH View Scheme
Multi-step reaction with 4 steps 1: triethylamine / dichloromethane / 1.5 h / 20 °C 2: sodium hydroxide / tert-butyl alcohol / 35 h / 80 - 90 °C 3: chlorosulfonic acid / 12 h / 20 - 30 °C 4: dichloromethane / 20 - 30 °C View Scheme
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 2 h 2.1: chlorosulfonic acid; thionyl chloride / dichloromethane / 2 h 3.1: dichloromethane / 2 h 3.2: 4 h / Reflux View Scheme

: 139756-03-9
4-[(2-ethoxybenzoyl)amino]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 139755-83-2
viagra

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / ethanol; H2O 2: 1) ClSO3H / 1), 2) EtOH View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide / tert-butyl alcohol / 35 h / 80 - 90 °C 2: chlorosulfonic acid / 12 h / 20 - 30 °C 3: dichloromethane / 20 - 30 °C View Scheme

: 332374-42-2
2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)benzaldehyde

: 139755-83-2
viagra

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene; butanone; 4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide	3.3 g (53%)

4-Amino-1-methyl-3-n-propyl-1H-pyrazole-5-carboxylate: 4-Amino-1-methyl-3-n-propyl-1H-pyrazole-5-carboxylate

: 383427-89-2
2-ethoxy-5-(4-methyl-1-piperazinylsulfonyl)benzamidine

: 139755-83-2
viagra

Conditions

Conditions	Yield
In 5,5-dimethyl-1,3-cyclohexadiene; toluene

: 4-[2-Fluoro-5-(4-methyl-1-piperazinylsulphonyl)benzamido]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 139755-83-2
viagra

Conditions

Conditions	Yield
In ethanol; hexane; dichloromethane; ethyl acetate

: 4-[2-Chloro-5-(4-methyl-1-piperazinylsulphonyl)benzamido]-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

: 108-10-1
4-methyl-2-pentanone

: 139755-83-2
viagra

Conditions

Conditions	Yield
In ethanol

: Glauber's salt

: 226956-41-8
ethyl 4-((4-ethoxy-3-[1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-onyl]phenyl)sulfonyl)piperazinecarboxylate

: 139755-83-2
viagra

Conditions

Conditions	Yield
With aq. sodium hydroxide; sodium chloride In tetrahydrofuran; dichloromethane

: 1033443-96-7
5-chloro-1-methyl-3-propyl-1,6-dihydro-pyrazolo[4,3-d]pyrimidin-7-one

: 1093065-12-3
[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)]phenylboronic acid

: 139755-83-2
viagra

Conditions

Conditions	Yield
With sodium carbonate; palladium diacetate; triphenylphosphine In 1,2-dimethoxyethane; water Suzuki Coupling; Inert atmosphere; Reflux;

: 1093065-15-6
5-[2-ethoxy-5-(4-methylpiperazin-1-yl-sulphonyl)phenyl]-1-methyl-3-n-propyl-1-hydro-7-ethoxypyrazolo[4,3-d]pyrimidine

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 5-[2-ethoxy-5-(4-methylpiperazin-1-yl-sulphonyl)phenyl]-1-methyl-3-n-propyl-1-hydro-7-ethoxypyrazolo[4,3-d]pyrimidine With hydrogenchloride; water In methanol at 75℃; for 4.5h; Stage #2: With sodium hydroxide In methanol; water pH=14;

: 864164-45-4
5-[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-7-methoxy-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidine

: 139755-83-2
viagra

Conditions

Conditions	Yield
Stage #1: 5-[2-ethoxy-5-(4-methylpiperazin-1-ylsulfonyl)phenyl]-7-methoxy-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidine With hydrogenchloride; water In methanol at 75℃; for 4h; Stage #2: With sodium hydroxide In methanol; water pH=14;

: 74-96-4
ethyl bromide

: 5-[2-hydroxy-5-(4-methylpiperazine-1-ylsulphonyl)phenyl]-1-methyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]pyrimidin-7-one

: 139755-83-2
viagra

Conditions

Conditions	Yield
With triethylamine In toluene at 70 - 75℃;	49 %Chromat.

: 139755-83-2
viagra

: 77-92-9
citric acid

: sildenafil citrate

Conditions

Conditions	Yield
In methanol; toluene for 1h; Product distribution / selectivity; Heating / reflux;	99.7%
In ethanol for 1h; Product distribution / selectivity; Heating / reflux;	96.2%
In acetone at 55℃; for 0.5h; Reflux;	96.52%

: 139755-83-2
viagra

: 252920-86-8
sildenafil hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether for 4h;	99%
With hydrogenchloride In propan-1-ol; acetone for 2h; Product distribution / selectivity; Heating / reflux;
With hydrogenchloride In propan-1-ol; toluene for 24h;
With hydrogenchloride In propan-1-ol for 1h; Product distribution / selectivity; Heating / reflux;

: 139755-83-2
viagra

: 1094598-75-0
1-[[3-(6,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulfonyl]-4-methyl-4-oxido-piperazine

Conditions

Conditions	Yield
Stage #1: viagra With 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at -10℃; for 2.5h; Stage #2: With potassium carbonate In dichloromethane; water at 0℃; for 0.5h;	92%

: 139755-83-2
viagra

: 1357931-55-5
4-ethoxy-3-(1-methyl-7-oxo-3-propyl-6,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)benzenesulfonic acid

Conditions

Conditions	Yield
With sulfuric acid; water at 20 - 100℃; for 41h;	50%

: 625-56-9
Chloromethyl acetate

: 139755-83-2
viagra

: 1402916-50-0
1-(acetoxymethyl)-4-((4-ethoxy-3-(1-methyl-7-oxo-3-propyl-4,7-dihydro-1H-pyrazolo[4,3-d]pyrimidin-5-yl)phenyl)sulfonyl)-1-methylpiperazin-1-ium iodide

Conditions

Conditions	Yield
With sodium iodide In acetonitrile at 20℃;	42%

: 75-05-8
acetonitrile

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine hydrogensulphate acetonitrile solvate

Conditions

Conditions	Yield
With sulfuric acid In water for 1h; Heating / reflux;

: 64-17-5
ethanol

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine hydrogensulphate hemiethanol solvate

Conditions

Conditions	Yield
With sulfuric acid at 20℃; Heating / reflux;

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine hemisulphate

Conditions

Conditions	Yield
With sulfuric acid In toluene at 20 - 50℃; for 72.5h;

: 87-69-4
L-Tartaric acid

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine hemitartrate

Conditions

Conditions	Yield
In ethanol at 20℃; for 13h; Heating / reflux;

: 594-45-6
ethanesulfonic acid

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine esylate

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 1 - 2h; Product distribution / selectivity; Heating / reflux;
In acetonitrile at 20℃; for 13h; Heating / reflux;

: 110-17-8
(2E)-but-2-enedioic acid

: 139755-83-2
viagra

: 1-[[3-(4,7-dihydro-1-methyl-7-oxo-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-5-yl)-4-ethoxyphenyl]sulphonyl]-4-methylpiperazine fumarate

Conditions

Conditions	Yield
In ethanol; acetonitrile at 20℃; for 14h; Heating / reflux;

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