2-Bromo-3-chloro-5-(trifluoromethyl)pyridine → 2-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-6-((2S,3'S)-2-methyl-[1,3]bipyrrolidinyl-1'-yl)-1,2,3,4-tetrahydro-isoquinoline

HRID 467574Notes

Reaction equation

HRID 467574 reaction equation
[CH3:1][C@H:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C@H:7]1[CH2:11][CH2:10][N:9]([C:12]2[CH:13]=[C:14]3[C:19](=[CH:20][CH:21]=2)[CH2:18][NH:17][CH2:16][CH2:15]3)[CH2:8]1.Br[C:23]1[C:28]([Cl:29])=[CH:27][C:26]([C:30]([F:33])([F:32])[F:31])=[CH:25][N:24]=1>>[Cl:29][C:28]1[C:23]([N:17]2[CH2:16][CH2:15][C:14]3[C:19](=[CH:20][CH:21]=[C:12]([N:9]4[CH2:10][CH2:11][C@H:7]([N:3]5[CH2:4][CH2:5][CH2:6][C@@H:2]5[CH3:1])[CH2:8]4)[CH:13]=3)[CH2:18]2)=[N:24][CH:25]=[C:26]([C:30]([F:32])([F:31])[F:33])[CH:27]=1

Participants

3

Reactant 2

HCID 27362372-Bromo-3-chloro-5-(trifluoromethyl)pyridineHCID 674693316-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 546700962-(3-Chloro-5-trifluoromethyl-pyridin-2-yl)-6-((2S,3'S)-2-methyl-[1,3]bipyrrolidinyl-1'-yl)-1,2,3,4-tetrahydro-isoquinoline

Procedure

The title compound was synthesized in substantially the same way as Example 1 by condensation of 6-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-1,2,3,4-tetrahydro-isoquinoline with 2-bromo-3-chloro-5-trifluoromethyl-pyridine.

Sources & evidence

ORD record
ord-29c8b2ef1fa2478eb16db87a769c7be6
Source dataset
uspto-grants-2014_01
Patent number
US08623877B2

Reaction notes

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