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D-Prolinamide

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Name

D-Prolinamide

EINECS 613-116-7
CAS No. 62937-45-5 Density 1.106 g/cm3
PSA 55.12000 LogP 0.25280
Solubility Soluble in water. Melting Point 95-97 °C
Formula C5H10N2O Boiling Point 303.6 °C at 760 mmHg
Molecular Weight 114.147 Flash Point 137.4 °C
Transport Information N/A Appearance Crystalline
Safety 24/25 Risk Codes R34
Molecular Structure Molecular Structure of 62937-45-5 (D-Prolinamide) Hazard Symbols C,T
Synonyms

2-Pyrrolidinecarboxamide,(R)-;(2R)-2-Carbamoylpyrrolidine;(R)-Prolinamide;(R)-Pyrrolidine-2-carboxamide;

Article Data 4

D-Prolinamide Synthetic route

62937-47-7

(2R)-2-carbamoyl-pyrrolidine-1-carboxylic acid benzyl ester

62937-45-5

(R)-prolinamide

Conditions
ConditionsYield
With 10% palladium on carbon; hydrogen In methanol for 7h;100%
With hydrogen; palladium on activated charcoal In methanol for 9h; Ambient temperature;87.3%

D-proline ethyl ester hydrochloride

62937-45-5

(R)-prolinamide

Conditions
ConditionsYield
With ammonia In ethanol at 0 - 20℃; Large scale;80%
6404-31-5

Z-D-proline

62937-45-5

(R)-prolinamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) triethylamine, isobutyl chloroformate, 2.) ammonia / 1.) chloroform, 0 deg C, 2 h, 2.) chloroform, RT, overnight
2: 87.3 percent / hydrogen / 10percent palladium on carbon / methanol / 9 h / Ambient temperature
View Scheme
344-25-2

D-Prolin

62937-45-5

(R)-prolinamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydroxide / H2O / Ambient temperature
2: 1.) triethylamine, isobutyl chloroformate, 2.) ammonia / 1.) chloroform, 0 deg C, 2 h, 2.) chloroform, RT, overnight
3: 87.3 percent / hydrogen / 10percent palladium on carbon / methanol / 9 h / Ambient temperature
View Scheme
70138-72-6

(R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester

62937-45-5

(R)-prolinamide

Conditions
ConditionsYield
Stage #1: (R)-2-carbamoylpyrrolidine-1-carboxylic acid tert-butyl ester With trifluoroacetic acid at 25℃;
Stage #2: With N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃;

N-(4-(5-(difluoromethyl)-1,3,4-oxadiazol-2-yl)benzyl)-N-phenylethenesulfonamide

62937-45-5

(R)-prolinamide

(R)-1-(2-(N-(4-(5-(difluoromethyl)-1,3,4-oxadiazol-2-yl)benzyl)-N-phenylsulfamoyl)ethyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;92.9%

2-([1,1'-biphenyl]-4-yl)-4-methyl-5-(2-(methylsulfonyl)pyrimidin-4-yl)thiazole

62937-45-5

(R)-prolinamide

(R)-1-{4-[2-((1,1'-biphenyl)-4-yl)-4-methylthiazol-5-yl]pyrimidin-2-yl}pyrrolidine-2-carboxamide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;92%
1215841-59-0

9-bromo-10-(bromomethyl)-2,3,6,7-tetramethoxyphenanthrene

62937-45-5

(R)-prolinamide

1394286-36-2

(R)-1-[(9-bromo-2,3,6,7-tetramethoxyphenanthren-10-yl)methyl]pyrrolidine-2-carboxamide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 8h; Reflux;91%

2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)thieno[3,2-d]pyrimidin-4-amine

62937-45-5

(R)-prolinamide

(R)-1-(4-((1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)amino)thieno[3,2-d]pyrimidin-2-yl)pyrrolidine-2-carboxamide hydrochloride

Conditions
ConditionsYield
Stage #1: 2-chloro-N-(1-(3,4,5-trimethoxyphenyl)-1H-imidazol-4-yl)thieno[3,2-d]pyrimidin-4-amine; (R)-prolinamide With N-ethyl-N,N-diisopropylamine In 1-methyl-pyrrolidin-2-one at 130℃; for 18h; Microwave irradiation;
Stage #2: With hydrogenchloride In water; acetonitrile
90%

2-((4-(4,6-bismorpholine-1,3,5-triazin-2-yl)phenyl)amino)-1H-benzo[d]imidazole-6-carboxylic acid

62937-45-5

(R)-prolinamide

(R)-1-(2-((4-(4,6-bismorpholin-1,3,5-triazin-2-yl)phenyl)amino)-1H-benzo[d]imidazole-6-carbonyl)pyrrolidine-2-carboxamide

Conditions
ConditionsYield
Stage #1: 2-((4-(4,6-bismorpholine-1,3,5-triazin-2-yl)phenyl)amino)-1H-benzo[d]imidazole-6-carboxylic acid With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.666667h; Inert atmosphere;
Stage #2: (R)-prolinamide In N,N-dimethyl-formamide at 80℃; for 8h; Inert atmosphere;
88%

D-Prolinamide Chemical Properties

Molecular Structure of H-D-Pro-NH2 (CAS NO.62937-45-5):

Molecular Formula: C5H10N2O
Molecular Weight: 114.15
IUPAC Name: Dichloropalladium
CAS NO: 62937-45-5
Melting Point: 95-97°C 
Index of Refraction: 1.491
Molar Refractivity: 29.9 cm3
Molar Volume: 103.1 cm3
Surface Tension: 41.4 dyne/cm
Density: 1.106 g/cm3
Flash Point: 137.4 °C
Enthalpy of Vaporization: 54.39 kJ/mol
Boiling Point: 303.6 °C at 760 mmHg
Vapour Pressure of H-D-Pro-NH2 (CAS NO.62937-45-5): 0.000923 mmHg at 25°C
Classification Code: Amide ; Aminoacids derivatives ; Pyrrolidines ; Proline [Pro, P] ; Amino Acids and Derivatives
InChI: InChI=1/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m1/s1
InChIKey: VLJNHYLEOZPXFW-SCSAIBSYBV
Std. InChI: InChI=1S/C5H10N2O/c6-5(8)4-2-1-3-7-4/h4,7H,1-3H2,(H2,6,8)/t4-/m1/s1
Std. InChIKey: VLJNHYLEOZPXFW-SCSAIBSYSA-N

D-Prolinamide Specification

   H-D-Pro-NH2 (CAS No.62937-45-5), it also can be called 2-Pyrrolidinecarboxamide, (2R)- ; D-Prolinamide ; (R)-Pyrrolidine-2-carboxylic acid amide ; (R)-Prolinamide  .

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