5-Bromopyrimidine → 6-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-2-pyrimidin-5-yl-1,2,3,4-tetrahydro-isoquinoline

HRID 467566Notes

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]=[N:25][CH:26]=[N:27][CH:28]=1>>[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]=[N:25][CH:26]=[N:27][CH:28]=2)[CH2:16][CH2:15]3)[CH2:8]1

Participants

Reactant 2

HCID 783445-Bromopyrimidine

HCID 674693316-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 546700066-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-2-pyrimidin-5-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 5-bromo-pyrimidine.

Sources & evidence

ORD record: ord-3a8aacf0d20142bf9f835f7a0467a217
Source dataset: uspto-grants-2014_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08623877B2

Reaction notes

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