Trifluoroacetic acid → (1R,3S)-3-Amino-N-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl)cyclopentanecarboxamide

HRID 2176949Notes

Reaction equation

HRID 2176949 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([NH:14][C:15]([C@@H:17]3[CH2:21][CH2:20][C@H:19]([NH:22]C(=O)OC(C)(C)C)[CH2:18]3)=[O:16])[CH:9]=2)=[C:4]([O:30][CH3:31])[CH:3]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:22][C@H:19]1[CH2:20][CH2:21][C@@H:17]([C:15]([NH:14][C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][C:4]=3[O:30][CH3:31])[CH:13]=[CH:12][N:11]=2)=[O:16])[CH2:18]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86657559tert-Butyl (1S,3R)-3-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-ylcarbamoyl)cyclopentylcarbamate

Product 1

HCID 67383230(1R,3S)-3-Amino-N-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl)cyclopentanecarboxamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(1R,3S)-3-Amino-N-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-yl)cyclopentanecarboxamide was prepared according to Method C using tert-Butyl (1S,3R)-3-(4-(4-fluoro-2-methoxyphenyl)pyridin-2-ylcarbamoyl)cyclopentylcarbamate (1.00 g, 2.33 mmol), TFA (2 ml) in DCM (6 ml) starting at 0° C. which was allowed to warm up to room temperature and stirred for 2 h.

Workup

  1. customstarting at 0° C.

Sources & evidence

ORD record
ord-96f62c86d6234181b09725364052699e
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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