2-Bromo-3-fluoro-5-(trifluoromethyl)pyridine → HCID 71208589, compound

HRID 1622301Notes

Reaction equation

HRID 1622301 reaction equation
[CH3:1][S:2]([N:5]1[CH2:10][CH:9]=[C:8]([C:11]2[CH:12]=[C:13]3[CH2:19][C@H:18]([CH:20]4[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]4)[O:17][C:14]3=[CH:15][N:16]=2)[CH2:7][CH2:6]1)(=[O:4])=[O:3].Br[C:27]1[C:32]([F:33])=[CH:31][C:30]([C:34]([F:37])([F:36])[F:35])=[CH:29][N:28]=1>>[F:33][C:32]1[C:27]([N:23]2[CH2:24][CH2:25][CH:20]([C@@H:18]3[O:17][C:14]4=[CH:15][N:16]=[C:11]([C:8]5[CH2:9][CH2:10][N:5]([S:2]([CH3:1])(=[O:3])=[O:4])[CH2:6][CH:7]=5)[CH:12]=[C:13]4[CH2:19]3)[CH2:21][CH2:22]2)=[N:28][CH:29]=[C:30]([C:34]([F:36])([F:35])[F:37])[CH:31]=1

Participants

3

Reactant 2

HCID 155928232-Bromo-3-fluoro-5-(trifluoromethyl)pyridineHCID 71208337(R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine

Product 1

HCID 71208589HCID 71208589, compound

Procedure

The title compound is prepared from (R)-5-(1-methanesulfonyl-1,2,3,6-tetrahydro-pyridin-4-yl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine (Intermediate 39, the configuration of the stereocenter is arbitrarily assigned) and 2-bromo-3-fluoro-5-trifluoromethyl-pyridine following a procedure analogous to that described for Example 79. LC (method 7): tR=1.75 min; Mass spectrum (ESI+): m/z=527 [M+H]+.

Sources & evidence

ORD record
ord-f82a48033f464f97b6ccd9fad82f3c3d
Source dataset
uspto-grants-2014_07
Patent number
US08778926B2

Reaction notes

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