6-Bromo-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline → 6-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-2'-(toluene-4-sulfonyl)-3,4,1',2',3',4'-hexahydro-1H-[2,6']biisoquinolinyl

HRID 467569Notes

Reaction equation

HRID 467569 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[CH:24]=[C:25]2[C:30](=[CH:31][CH:32]=1)[CH2:29][N:28]([S:33]([C:36]1[CH:41]=[CH:40][C:39]([CH3:42])=[CH:38][CH:37]=1)(=[O:35])=[O:34])[CH2:27][CH2:26]2>>[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][N:17]([C:23]2[CH:24]=[C:25]4[C:30](=[CH:31][CH:32]=2)[CH2:29][N:28]([S:33]([C:36]2[CH:37]=[CH:38][C:39]([CH3:42])=[CH:40][CH:41]=2)(=[O:34])=[O:35])[CH2:27][CH2:26]4)[CH2:16][CH2:15]3)[CH2:8]1

Participants

3

Reactant 2

HCID 219758586-Bromo-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinolineHCID 674693316-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 546700936-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-2'-(toluene-4-sulfonyl)-3,4,1',2',3',4'-hexahydro-1H-[2,6']biisoquinolinyl

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 6-bromo-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline.

Sources & evidence

ORD record
ord-73b88262005442daac78a8b1970bb9f0
Source dataset
uspto-grants-2014_01
Patent number
US08623877B2

Reaction notes

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