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CAS No.: | 214398-99-9 |
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Name: | (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide |
Article Data: | 39 |
Molecular Structure: | |
Formula: | C7H11ClN2O2 |
Molecular Weight: | 190.63 |
Synonyms: | 2-Pyrrolidinecarboxamide,1-(chloroacetyl)-, (2S)- (9CI); |
EINECS: | 1308068-626-2 |
Density: | 1.353±0.06 g/cm3(Predicted) |
Melting Point: | 133-137℃ (isopropyl ether ) |
Boiling Point: | 442.5±45.0 °C(Predicted) |
PSA: | 63.40000 |
LogP: | 0.33970 |
(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate In acetonitrile at 20℃; for 1.5h; Inert atmosphere; | 84% |
With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate In acetonitrile at 25℃; for 1.5h; | 84% |
Stage #1: (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid With dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 5h; Cooling with ice; Stage #2: With ammonium carbamate In dichloromethane at 20℃; for 6h; | 71.2% |
chloroacetyl chloride
L-prolinamide
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 5℃; for 2h; Reagent/catalyst; Inert atmosphere; | 96% |
With triethylamine In dichloromethane at -5 - 0℃; for 0.5h; Inert atmosphere; | 96.3% |
In tetrahydrofuran at 0℃; Reflux; Large scale; | 92% |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With ammonia In dichloromethane for 2h; |
L-proline
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: chloro-trimethyl-silane / acetonitrile / 1 h / 50 °C 1.2: 20 °C 2.1: thionyl chloride / dichloromethane / 1.17 h / 0 - 20 °C 2.2: 2 h View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 2.5 h / 65 - 70 °C 2.1: dicyclohexyl-carbodiimide / dichloromethane / 1 h / 0 - 30 °C 2.2: 3 h / 25 - 30 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 3 h / Reflux 2.1: dicyclohexyl-carbodiimide / dichloromethane / 5 h / 20 °C / Cooling with ice 2.2: 6 h / 20 °C View Scheme |
methyl (2S)-pyrrolidine carboxylate
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium hydroxide 2: tetrahydrofuran View Scheme | |
Multi-step reaction with 2 steps 1: ammonium hydroxide / butan-1-ol / 5 - 30 °C 2: N,N-dimethyl-formamide / -5 - 25 °C / Inert atmosphere View Scheme |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
(S)-1-(2-chloroacetyl)-2-cyanopyrrolidine
Conditions | Yield |
---|---|
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 0℃; Large scale; | 90% |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
1-glycoloyl-L-proline amide
Conditions | Yield |
---|---|
With sodium carbonate In acetone at 50℃; for 5h; Temperature; | 93% |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
(S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile
Conditions | Yield |
---|---|
With palladium(II) trifluoroacetate; dichloroacetonitrile; water In acetonitrile at 60℃; for 2h; Catalytic behavior; Temperature; Reagent/catalyst; Solvent; Concentration; Schlenk technique; Inert atmosphere; | 95% |
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 35 - 48℃; for 4h; | 90% |
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 40℃; for 4h; | 90% |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
(S)-1-(2-chloroacetyl)pyrrolidin-2-carboxamide hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water; isopropyl alcohol at 70℃; |
(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide
Conditions | Yield |
---|---|
With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In acetonitrile | 41% |
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Product Name: 2-Pyrrolidinecarboxamide,1-(2-chloroacetyl)-, (2S)- (CAS NO.214398-99-9)
Molecular Formula: C7H11ClN2O2
Mol File: 214398-99-9.mol