(2S,3'S)-2-Methyl-[1,3]bipyrrolidinyl → 7-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid methyl ester

HRID 467560Notes

Reaction equation

HRID 467560 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](C2C=C3C(=CC=2)CN(S(C2C=CC(C)=CC=2)(=O)=O)CC3)[CH2:8]1.[CH3:32][O:33][C:34]([N:36]1[CH2:42][CH2:41][C:40]2[CH:43]=[C:44](Br)[CH:45]=[CH:46][C:39]=2[CH2:38][CH2:37]1)=[O:35].C[C@H]1CCCN1[C@H]1CCNC1>>[CH3:32][O:33][C:34]([N:36]1[CH2:42][CH2:41][C:40]2[CH:43]=[C:44]([N:9]3[CH2:10][CH2:11][C@H:7]([N:3]4[CH2:4][CH2:5][CH2:6][C@@H:2]4[CH3:1])[CH2:8]3)[CH:45]=[CH:46][C:39]=2[CH2:38][CH2:37]1)=[O:35]

Participants

4

Reactant 3

HCID 59401808(2S,3'S)-2-Methyl-[1,3]bipyrrolidinylHCID 67469327HCID 67469327, compoundHCID 682110156-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline

Product 1

HCID 682110197-((2S,3'S)-2-Methyl-[1,3']bipyrrolidinyl-1'-yl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid methyl ester

Procedure

This intermediate was synthesized in substantially the same way as intermediate (vi), 6-((2S,3′S)-2-methyl-[1,3′]bipyrrolidinyl-1′-yl)-2-(toluene-4-sulfonyl)-1,2,3,4-tetrahydro-isoquinoline, by condensation of 7-bromo-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid methyl ester with (2S,3′S)-2-Methyl-[1,3]bipyrrolidinyl.

Sources & evidence

ORD record
ord-79f48bfa02d64971a0f5717e6508eb2e
Source dataset
uspto-grants-2014_01
Patent number
US08623877B2

Reaction notes

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