127946-77-4

Basic information

• Product Name: 1-Amino-1-cyclopropanecarbonitrile hydrochloride
• Synonyms: 1-AMINO-1-CYCLOPROPANECARBONITRILE HCL;1-AMINO-1-CYCLOPROPANECARBONITRILE HYDROCHLORIDE;1-AMINOCYCLOPROPANECARBONITRILEHYDROCHLORIDE;1-AMINO-CYCLOPROPYL CYANIC HYDROCHLORIDE;1-aminocyclopropionitrile HCl;1-AMINOCYCLOPROPIONITRILE HYDROCHLORIDE;1-AMINO-CYCLOPROPYL CYANIC HYDROCHLORIDE 98.0+%;1-Amino-1-cyanocyclopropane hydrochloride
• CAS NO: 127946-77-4
• Molecular Formula: C₄H₆N₂*ClH
• Molecular Weight: 118.56
• Mol File: 127946-77-4.mol
• Article Data: 14

Chemical Properties

• Melting Point: 223°C
• Boiling Point: 217.6 °C at 760 mmHg
• Flash Point: 85.4 °C
• Appearance: /
• Density: 1.244 at 20℃
• Vapor Pressure: 0.108mmHg at 25°C
• Storage Temp.: Store at 0-5°C
• Water Solubility: Soluble in water
• CAS DataBase Reference: 1-Amino-1-cyclopropanecarbonitrile hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-1-cyclopropanecarbonitrile hydrochloride(127946-77-4)
• EPA Substance Registry System: 1-Amino-1-cyclopropanecarbonitrile hydrochloride(127946-77-4)

Safety Data

• Hazard Codes: T
• Statements: 25-36-43
• Safety Statements: 26-36/37-45
• RIDADR: UN3439
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 127946-77-4(Hazardous Substances Data)

Usage

Chemical Properties

White solid

InChI:InChI=1/C4H6N2.ClH/c5-3-4(6)1-2-4;/h1-2,6H2;1H

Synthetic route

1-<(Diphenylmethylene)-amino>-1-cyclopropanecarbonitrile (89985-88-6) → 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4)

Conditions	Yield
With hydrogenchloride In diethyl ether at 18℃; for 15h;	100%
With hydrogenchloride In diethyl ether for 16h; Ambient temperature;	96%
With hydrogenchloride for 14h;	66%

1-nitro-1-cyclopropanenitrile → 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4)

Conditions	Yield
Stage #1: 1-nitro-1-cyclopropanenitrile With palladium 10% on activated carbon; hydrogen In methanol at 20℃; Inert atmosphere; Stage #2: With hydrogenchloride at 0℃; Solvent;	97.4%

N,N-diphenylsulfonylaminocyclopropyl nitrile → 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4)

Conditions	Yield
With hydrogenchloride In ethanol; water at 50℃;	97%

N-benzenesulfonylaminocyclopropyl nitrile → 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4)

Conditions	Yield
With hydrogenchloride In ethanol; water at 50℃;	75%

1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) + benzyl chloroformate (501-53-1) → benzyl (1-cyanocyclopropyl)carbamate

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; for 60h;	100%
With sodium hydrogencarbonate In 2-methyltetrahydrofuran; water at 20 - 25℃; for 1h;	85%

1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → α-amino-cyclopropanecarboxylic acid hydrochloride (68781-13-5)

Conditions	Yield
With hydrogenchloride for 4h; Heating;	98%
With hydrogenchloride; water for 7h; Heating / reflux;

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (S)-tert-butyl (1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (191033-19-9)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 22℃; Inert atmosphere;	98%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 16h; Inert atmosphere;	92%

(1R,2R)-5,5-dichloro-2-[4-[4-(methylsulfonyl)phenyl]-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl]cyclohexanecarboxylic acid (1072129-90-8) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R)-5,5-dichloro-N-(1-cyanocyclopropyl)-2-[4-[4-(methylsulfonyl)phenyl]-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl]cyclohexanecarboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 48h;	96%

C14H16BrF4NO2*C12H23N + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → N2-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-N1-(1-cyanocyclopropyl)-4-fluoro-L-leucinamide (603141-85-1)

Conditions	Yield
With dmap; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 22℃; for 4.5h; Solvent; Reagent/catalyst; Temperature;	96%

(S)-3-(4-(allyloxy)-3-chlorophenyl)-2-(tert-butoxycarbonylamino)propanoic acid (1447710-51-1) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → [(S)-2-(4-allyloxy-3-chloro-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 25℃; for 16h;	95%

(S)-3-(4-(allyloxy)-3-chlorophenyl)-2-(tert-butoxycarbonylamino)propanoic acid (1447710-51-1) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → [(S)-2-(4-allyloxy-3-chloro-phenyl)-1-(1-cyano-cyclopropylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (1447710-20-4)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 16h;	95%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 22℃;

tert-butylsulfinyl chloride (31562-43-3) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → N-(1-cyanocyclopropyl)-2-methylpropane-2-sulfinamide

Conditions	Yield
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 2h;	95%

O-benzyl-N-tert-butoxycarbonyl-L-tyrosine (2130-96-3) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → C25H29N3O4

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 22℃; Inert atmosphere;	95%

1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) + (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-(pyridin-3-yl)propanoic acid → (9H-fluoren-9-yl)methyl (S)-(1-((1-cyanocyclopropyl)amino)-1-oxo-3-(pyridin-3-yl)propan-2-yl)carbamate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 16h;	94%

(2S)-4-fluoro-4-methyl-2-({(1S)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)biphenyl-4-yl]ethyl}amino)pentanoic acid dicyclohexylamine salt (1064076-86-3) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → odanacatib

Conditions	Yield
Stage #1: (2S)-4-fluoro-4-methyl-2-({(1S)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)biphenyl-4-yl]ethyl}amino)pentanoic acid dicyclohexylamine salt; 1-amino-1-cyclopropanecarbonitrile hydrochloride With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20 - 42℃; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl acetamide for 2.5h; Product distribution / selectivity;	92%
Stage #1: (2S)-4-fluoro-4-methyl-2-({(1S)-2,2,2-trifluoro-1-[4'-(methylsulfonyl)biphenyl-4-yl]ethyl}amino)pentanoic acid dicyclohexylamine salt; 1-amino-1-cyclopropanecarbonitrile hydrochloride; pyridine In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at -10 - 35℃; for 5h; Stage #3: With phosphoric acid In water; N,N-dimethyl-formamide at 35 - 45℃;

(2S)-3-(3-iodo-4-prop-2-enoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonyl-amino]propanoic acid + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → tert-butyl N-[(2S)-1-[(1-cyanocyclopropyl)amino]-3-(3-iodo-4-prop-2-enoxyphenyl)-1-oxopropan-2-yl]carbamate

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide	92%

2(S)-tert-butoxycarbonylamino-3-(1-methylcyclohexyl)propionic acid (808755-28-4) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → [1-(1-cyanocyclopropylcarbamoyl)-2(S)-(1-methylcyclohexyl)ethyl]-carbamic acid tert-butyl ester (808755-24-0)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide) at 20℃;	90%

(1S,4S)-5-(1-methyl cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one (1434816-54-2) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (2S,4S)-4-hydroxy-1-(1-methyl-cyclopropanecarbonyl)-pyrrolidine-2-carboxylic acid (1-cyano-cyclopropyl)-amide (1434816-66-6)

Conditions	Yield
Stage #1: (1S,4S)-5-(1-methyl cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one; 1-amino-1-cyclopropanecarbonitrile hydrochloride With sodium 2-ethylhexanoic acid In water at 50℃; for 16h; Stage #2: With hydrogenchloride In dichloromethane; water at 20℃;	90%
With sodium 2-ethylhexanoic acid In water at 50℃; for 16h;	90%

1-tert-butoxycarbonylaminocyclohexanecarboxylic acid (115951-16-1) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → tert-butyl N-(1-((1-cyanocyclopropyl)carbamoyl)cyclohexyl)carbamate

Conditions	Yield
With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 4h; Inert atmosphere;	90%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 1h; Inert atmosphere;

N-Cbz-L-Phe (1161-13-3) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → benzyl (S)-(1-((1-cyanocyclopropyl)amino)-1-oxo-3-phenylpropan-2-yl)carbamate (191033-34-8)

Conditions	Yield
Stage #1: N-Cbz-L-Phe With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.833333h; Stage #2: 1-amino-1-cyclopropanecarbonitrile hydrochloride With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h;	89%

(1S,4S)-5-(1-trifluoromethyl-cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one (1434816-48-4) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (2S,4S)-4-hydroxy-1-(1-trifluoromethylcyclopropanecarbonyl)pyrrolidine-2-carboxylic acid (1-cyanocyclopropyl)amide (1434816-31-5)

Conditions	Yield
Stage #1: (1S,4S)-5-(1-trifluoromethyl-cyclopropanecarbonyl)-2-oxa-5-aza-bicyclo[2.2.1]heptan-3-one; 1-amino-1-cyclopropanecarbonitrile hydrochloride With sodium 2-ethylhexanoic acid In water at 53℃; for 20h; Stage #2: With hydrogenchloride In tetrahydrofuran; water	87%
With sodium 2-ethylhexanoic acid In water at 53℃; for 20h;	87%
With sodium 2-ethylhexanoic acid In water at 53℃; for 20h;	87%

(1R,2R,4S)-4-(4-Bromo-2-trifluoromethyl-benzenesulfonyl)-2-(3,3-difluoro-azetidine-1-carbonyl)-cyclopentanecarboxylic acid (1258452-01-5) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R,4R)-4-(4-bromo-2-trifluoromethylbenzenesulfonyl)-2-(3,3-difluoroazetidine-1-carbonyl)cyclopentanecarboxylic acid (1-cyanocyclopropyl)amide (1258445-91-8)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In acetonitrile at 20℃; for 16h;	85%

trans-1,2-cyclohexanedicarboxylic anhydride (85-42-7, 13149-00-3, 14166-21-3, 31982-85-1, 71749-03-6, 97233-90-4) + (R)-1,3-dimethyl-6-(3-methylpiperazin-1-yl)-1H-indazole (1095539-89-1) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R)-N-(1-cyanocyclopropyl)-2-((R)-4-(1,3-dimethyl-1H-indazol-6-yl)-2-methylpiperazine-1-carbonyl)cyclohexanecarboxamide

Conditions	Yield
Stage #1: trans-1,2-cyclohexanedicarboxylic anhydride; (R)-1,3-dimethyl-6-(3-methylpiperazin-1-yl)-1H-indazole With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: 1-amino-1-cyclopropanecarbonitrile hydrochloride With HATU In dichloromethane at 20℃; for 20h;	84%

(1R,2R)-5,5-difluoro-2-(4-(4-methylsulfonylphenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl)-cyclohexanecarboxylic acid + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R)-N-(1-cyanocyclopropyl)-5,5-difluoro-2-(4-(4-(methylsulfonyl)phenyl)-1-(2,2,2-trifluoroethyl)-1H-pyrazol-3-yl)cyclohexane-1-carboxamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2.5h; Inert atmosphere;	82%
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 2.5h;

(S)-2-(((S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl)amino)-4-methylpentanoic acid (919352-63-9) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (S)-2-(((S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl)amino)-N-(1-cyano-cyclopropyl)-4-methylvaleramide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere;	82%

(2S)-2-[[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]amino]-5,5,5-trideuterio-4-fluoro-4-(trideuteriomethyl)pentanoic acid + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (2S)-2-[[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]amino]-N-(1-cyanocyclopropyl)-5,5,5-trideuterio-4-fluoro-4-(trideuteriomethyl)pentanamide

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 0℃; for 2h; Inert atmosphere;	82%
With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl acetamide at 35℃; for 3h;

11-(cyclohexylmethoxy)undecanoic acid (1307309-91-6) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → N-(1-cyanocyclopropyl)-11-(cyclohexylmethoxy)undecanamide (1307309-92-7)

Conditions	Yield
With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 4h; Inert atmosphere;	81%

N-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-4-fluoro-L-leucine (847358-98-9) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → N2-[(1S)-1-(4-bromophenyl)-2,2,2-trifluoroethyl]-N1-(1-cyanocyclopropyl)-4-fluoro-L-leucinamide (603141-85-1)

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 48h;	80%
With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 48h;
With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide) at 20℃; for 48h;

trans-1,2-cyclohexanedicarboxylic anhydride (85-42-7, 13149-00-3, 14166-21-3, 31982-85-1, 71749-03-6, 97233-90-4) + 5,6-dimethoxyisoindoline (114041-16-6) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R)-2-(5,6-dimethoxy-1,3-dihydro-isoindole-2-carbonyl)cyclohexanecarboxylic acid (1-cyano-cyclopropyl)amide (1403499-41-1)

Conditions	Yield
Stage #1: trans-1,2-cyclohexanedicarboxylic anhydride; 5,6-dimethoxyisoindoline With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h; Stage #2: 1-amino-1-cyclopropanecarbonitrile hydrochloride With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine In N,N-dimethyl-formamide	80%

4-phenyl-1-piperazine (92-54-6) + trans-1,2-cyclohexanedicarboxylic anhydride (85-42-7, 13149-00-3, 14166-21-3, 31982-85-1, 71749-03-6, 97233-90-4) + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → (1R,2R)-N-(1-cyanocyclopropyl)-2-(4-phenylpiperazine-1-carbonyl)cyclohexanecarboxamide (1095536-17-6)

Conditions	Yield
Stage #1: 4-phenyl-1-piperazine; trans-1,2-cyclohexanedicarboxylic anhydride With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h; Stage #2: 1-amino-1-cyclopropanecarbonitrile hydrochloride With HATU In dichloromethane at 20℃;	80%

2-[3-({3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}methyl)-1H-1,2,4-triazol-1-yl]pyridine-3-carboxylic acid + 1-amino-1-cyclopropanecarbonitrile hydrochloride (127946-77-4) → 2-[3-({3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}methyl)-1H-1,2,4-triazol-1-yl]-N-(1-cyanocyclopropyl)pyridine-3-carboxamide

Conditions	Yield
Stage #1: 2-[3-({3-(4-chlorophenyl)-5-oxo-4-[(2S)-3,3,3-trifluoro-2-hydroxypropyl]-4,5-dihydro-1H-1,2,4-triazol-1-yl}methyl)-1H-1,2,4-triazol-1-yl]pyridine-3-carboxylic acid With HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 1-amino-1-cyclopropanecarbonitrile hydrochloride With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h;	80%

Upstream product

• 89985-88-6 1-<(Diphenylmethylene)-amino>-1-cyclopropanecarbonitrile 

Downstream Products

• 890040-32-1 (R)-N-(1-cyanocyclopropyl)-2-[(S)-2,2,2-trifluoro-1-(4-fluorophenyl)ethylamino]-3-tritylsulfanyl-propionamide 
• 1210045-22-9 N-(1-cyanocyclopropyl)-4-tetradecylbenzamide 
• 1312435-94-1 C₂₂H₁₆FN₅O₂S 
• 1312436-02-4 C₂₃H₁₉N₅O₃S 
• 1095263-56-1 (1R,2R)-N-(1-cyanocyclopropyl)-2-(6-(2-(dimethylamino)ethoxy)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole-2-carbonyl)cyclohexanecarboxamide 
• 1095263-14-1 (1R,2R)-N-(1-cyanocyclopropyl)-2-[(8-fluoro-1,3,4,5-tetrahydro-2H-pyrido[4,3-b]indol-2-yl)carbonyl]cyclohexanecarboxamide 
• 603142-88-7 N²-[(1S)-1-(4-bromophenyl)-2,2-difluoroethyl]-N¹-(1-cyanocyclopropyl)-L-leucinamide 

Relevant articles and documents

Preparation method of 1-amino-1-cyclopropanecarbonitrile hydrochloride

The invention discloses a preparation method of 1-amino-1-cyclopropanecarbonitrile hydrochloride and belongs to the technical field of organic synthesis. In the method, nitroacetonitrile is used as aninitial raw material and is reacted with 1,2-dihalogenated ethane under catalysis of an alkali to produce 1-nitro-1-cyclopropanecarbonitrile, which is then subjected to a nitro-reduction reaction toprepare the 1-amino-1-cyclopropanecarbonitrile hydrochloride. The method has gentle conditions and high yield, is low in cost and is suitable for industrial application.

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The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S, and are therefore useful in treating diseases mediated by these proteases. The present invention is directed to pharmaceutical compositions comprising these compounds and processes for preparing them.