[(R)-1-(4-tert-Butoxycarbonylamino-cyclohexylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester → (R)-3-Amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide

HRID 215866Notes

Reaction equation

HRID 215866 reaction equation
NC1CCC(NC2N=C(NC3CCC(N)CC3)N=C(Cl)N=2)CC1.C(OC(=O)[NH:30][C@@H:31]1[CH2:35][CH2:34][N:33]([C:36](=[O:52])[NH:37][CH:38]2[CH2:43][CH2:42][CH:41]([NH:44]C(OC(C)(C)C)=O)[CH2:40][CH2:39]2)[CH2:32]1)(C)(C)C>>[NH2:44][CH:41]1[CH2:42][CH2:43][CH:38]([NH:37][C:36]([N:33]2[CH2:34][CH2:35][C@@H:31]([NH2:30])[CH2:32]2)=[O:52])[CH2:39][CH2:40]1

Participants

3

Reactant 2

HCID 67023870[(R)-1-(4-tert-Butoxycarbonylamino-cyclohexylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl esterHCID 86643674N,N'-bis-(4-amino-cyclohexyl)-6-chloro-[1,3,5]triazine-2,4-diamine

Product 1

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

Procedure

(R)-3-Amino-pyrrolidine-1-carboxylic acid (4-amino-cyclohexyl)-amide is prepared analogously to N,N′-bis-(4-amino-cyclohexyl)-6-chloro-[1,3,5]triazine-2,4-diamine (Intermediate IA) by replacing Intermediate IA1 with [(R)-1-(4-tert-butoxycarbonylamino-cyclohexylcarbamoyl)-pyrrolidin-3-yl]-carbamic acid tert-butyl ester (IF2)

Sources & evidence

ORD record
ord-b787c2af05bd408cbd6ae8ff124111f6
Source dataset
uspto-grants-2012_06
Patent number
US08193164B2

Reaction notes

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