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214398-99-9

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Basic Information
CAS No.: 214398-99-9
Name: (S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide
Article Data: 39
Molecular Structure:
Molecular Structure of 214398-99-9 ((S)-1-(2-Chloroacetyl)pyrrolidine-2-carboxaMide)
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
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Synthetic route
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(S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

Conditions
ConditionsYield
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%
79-04-9

chloroacetyl chloride

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L-prolinamide

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

Conditions
ConditionsYield
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%

C7H9Cl2NO2

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With ammonia In dichloromethane for 2h;
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L-proline

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

Conditions
ConditionsYield
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
2577-48-2

methyl (2S)-pyrrolidine carboxylate

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

Conditions
ConditionsYield
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
214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

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(S)-1-(2-chloroacetyl)-2-cyanopyrrolidine

Conditions
ConditionsYield
With 1,3,5-trichloro-2,4,6-triazine In N,N-dimethyl-formamide at 0℃; Large scale;90%
214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

96166-39-1

1-glycoloyl-L-proline amide

Conditions
ConditionsYield
With sodium carbonate In acetone at 50℃; for 5h; Temperature;93%
214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

207557-35-5

(S)-1-(2-chloroacetyl)pyrrolidine-2-carbonitrile

Conditions
ConditionsYield
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%
214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

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(S)-1-(2-chloroacetyl)pyrrolidin-2-carboxamide hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 70℃;

8-(5-nitropyridin-2-yl)-8-azabicyclo[3.2.1]oct-3-yl-exo-amine

214398-99-9

(S)-1-(2-chloroacetyl) pyrrolidine-2-carboxamide

(2S)-1-(2-{[8-(5-nitropyridin-2-yl)-8-azabicyclo[3.2.1]oct-3-yl]exo-amino}acetyl)pyrrolidine-2-carbonitrile

Conditions
ConditionsYield
With 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine In acetonitrile41%
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Chemistry

Product Name: 2-Pyrrolidinecarboxamide,1-(2-chloroacetyl)-, (2S)- (CAS NO.214398-99-9)
Molecular Formula: C7H11ClN2O2
Mol File: 214398-99-9.mol