(R)-(+)-1-Boc-3-aminopyrrolidine → 1-(4-Amino-cyclohexyl)-3-(R)-pyrrolidin-3-yl-urea

HRID 215869Notes

Reaction equation

HRID 215869 reaction equation
[NH2:1][CH:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]([N:11]2[CH2:15][CH2:14][C@@H:13]([NH2:16])C2)=[O:10])[CH2:4][CH2:3]1.[C:17](OC(N1CC[C@@H](N)C1)=O)(C)(C)C>>[NH2:1][CH:2]1[CH2:3][CH2:4][CH:5]([NH:8][C:9]([NH:11][C@@H:15]2[CH2:14][CH2:13][NH:16][CH2:17]2)=[O:10])[CH2:6][CH2:7]1

Participants

3

Reactant 2

HCID 854070(R)-(+)-1-Boc-3-aminopyrrolidineHCID 67022910(R)-3-Amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide

Product 1

HCID 580250021-(4-Amino-cyclohexyl)-3-(R)-pyrrolidin-3-yl-urea

Procedure

1-(4-Amino-cyclohexyl)-3-(R)-pyrrolidin-3-yl-urea is prepared analogously to (R)-3-amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide (Intermediate IF) by replacing (R)-pyrrolidin-3-yl-carbamic acid tert-butyl ester with (R)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester.

Sources & evidence

ORD record
ord-1790c794075d463aa5754fe00baf2dc0
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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