(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidine → 4-((R)-3-Amino-pyrrolidin-1-yl)-quinoline-6-carbonitrile

HRID 1511812Notes

Reaction equation

HRID 1511812 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.C(OC(=O)[NH:20][C@@H:21]1[CH2:25][CH2:24][NH:23][CH2:22]1)(C)(C)C>>[NH2:20][C@@H:21]1[CH2:25][CH2:24][N:23]([C:2]2[C:11]3[C:6](=[CH:7][CH:8]=[C:9]([C:12]#[N:13])[CH:10]=3)[N:5]=[CH:4][CH:3]=2)[CH2:22]1

Participants

3

Reactant 2

HCID 1514397(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 115214964-Bromoquinoline-6-carbonitrile

Product 1

HCID 669545524-((R)-3-Amino-pyrrolidin-1-yl)-quinoline-6-carbonitrile

Procedure

Starting from 4-bromo-6-cyanoquinoline (commercial) and (R)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (commercial) the title compound was prepared according to procedure F followed by procedure E and was isolated as a yellow solid (330 mg, 65% over two steps).

Sources & evidence

ORD record
ord-1d91cb4b83b5406596331e93c9aa4a49
Source dataset
uspto-grants-2012_07
Patent number
US08217029B2

Reaction notes

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