(3R)-1-benzylpyrrolidin-3-amine → [(R)-1-((R)-1-Benzyl-pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

HRID 215874Notes

Reaction equation

HRID 215874 reaction equation
C1(O[C:8]([N:10]2[CH2:14][CH2:13][C@@H:12]([NH:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:11]2)=[O:9])C=CC=CC=1.[CH2:23]([N:30]1[CH2:34][CH2:33][C@@H:32]([NH2:35])[CH2:31]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>CN1C(=O)CCC1>[C:19]([O:18][C:16](=[O:17])[NH:15][C@@H:12]1[CH2:13][CH2:14][N:10]([C:8](=[O:9])[NH:35][C@@H:32]2[CH2:33][CH2:34][N:30]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:31]2)[CH2:11]1)([CH3:20])([CH3:21])[CH3:22]

Participants

4

Reactant 2

HCID 1519354(3R)-1-benzylpyrrolidin-3-amineHCID 67022933(R)-3-tert-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid phenyl ester

Product 1

HCID 67022985[(R)-1-((R)-1-Benzyl-pyrrolidin-3-ylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
100 °C

Procedure

(R)-3-tert-Butoxycarbonylamino-pyrrolidine-1-carboxylic acid phenyl ester (1 eq.) and (R)-1-benzyl-pyrrolidin-3-ylamine (1 eq.) are dissolved in NMP and heated at 100° C. for 1 hour.

Sources & evidence

ORD record
ord-c75981ccb1d34b3bbf45d15a6bbfcbdc
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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