(3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine → 3-((3R)-4-{2-[(1S)-6-Bromo-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl}-3-methylpiperazinyl)-1-benzothiophene-6-carbonitrile

HRID 2056773Notes

Reaction equation

HRID 2056773 reaction equation
CS(O[CH2:6][CH2:7][C@H:8]1[C:13]2[CH:14]=[CH:15][C:16]([Br:18])=[CH:17][C:12]=2[CH2:11][CH2:10][O:9]1)(=O)=O.[C:19]([C:21]1[CH:36]=[CH:35][C:24]2[C:25]([N:28]3[CH2:33][CH2:32][NH:31][C@H:30]([CH3:34])[CH2:29]3)=[CH:26][S:27][C:23]=2[CH:22]=1)#[N:20]>>[Br:18][C:16]1[CH:15]=[CH:14][C:13]2[C@H:8]([CH2:7][CH2:6][N:31]3[CH2:32][CH2:33][N:28]([C:25]4[C:24]5[CH:35]=[CH:36][C:21]([C:19]#[N:20])=[CH:22][C:23]=5[S:27][CH:26]=4)[CH2:29][C@H:30]3[CH3:34])[O:9][CH2:10][CH2:11][C:12]=2[CH:17]=1

Participants

3

Reactant 2

HCID 69306552(3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazineHCID 865960212-((1S)-6-Bromo-3,4-dihydro-1H-2-benzopyran-1-yl)ethyl methanesulfonate

Product 1

HCID 693073673-((3R)-4-{2-[(1S)-6-Bromo-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl}-3-methylpiperazinyl)-1-benzothiophene-6-carbonitrile

Procedure

The title compound was prepared from 2-((1S)-6-bromo-3,4-dihydro-1H-2-benzopyran-1-yl)ethyl methanesulfonate and (3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine, as described for Example 1b).

Sources & evidence

ORD record
ord-d6effc451a6c4b2285361be2c4264036
Source dataset
uspto-grants-2008_02
Patent number
US07335660B2

Reaction notes

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