2-Chloro-5-(trifluoromethyl)pyridine → (3R,4S)-N-Cyclopropyl-3-fluoro-1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-amine

HRID 68798Notes

Reaction equation

HRID 68798 reaction equation
C(OC(=O)[N:7]([CH:15]1[CH2:17][CH2:16]1)[C@H:8]1[CH2:13][CH2:12][NH:11][CH2:10][C@H:9]1[F:14])(C)(C)C.Cl[C:20]1[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][N:21]=1>>[CH:15]1([NH:7][C@H:8]2[CH2:13][CH2:12][N:11]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][N:21]=3)[CH2:10][C@H:9]2[F:14])[CH2:16][CH2:17]1

Participants

3

Reactant 2

HCID 923422-Chloro-5-(trifluoromethyl)pyridineHCID 68289942tert-butyl N-cyclopropyl-N-[(3R,4S)-3-fluoropiperidin-4-yl]carbamate

Product 1

HCID 68351864(3R,4S)-N-Cyclopropyl-3-fluoro-1-[5-(trifluoromethyl)pyridin-2-yl]piperidin-4-amine

Procedure

The title compound is prepared from cyclopropyl-[(3R,4S)-3-fluoro-piperidin-4-yl]-carbamic acid tert-butyl ester and 2-chloro-5-trifluoromethyl-pyridine following a procedure analogous to that described for Intermediate 73.

Sources & evidence

ORD record
ord-40b3f20939a049d99cf9c3333d5cb29a
Source dataset
uspto-grants-2014_09
Patent number
US08822471B2

Reaction notes

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