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

HRID 2056780Notes

Reaction equation

HRID 2056780 reaction equation
CS(O[CH2:6][CH2:7][C@H:8]1[C:13]2[CH:14]=[CH:15][C:16]([N:18]3[CH2:23][CH2:22][S:21][CH2:20][CH2:19]3)=[CH:17][C:12]=2[CH2:11][CH2:10][O:9]1)(=O)=O.[C:24]([C:26]1[CH:41]=[CH:40][C:29]2[C:30]([N:33]3[CH2:38][CH2:37][NH:36][C@H:35]([CH3:39])[CH2:34]3)=[CH:31][S:32][C:28]=2[CH:27]=1)#[N:25]>>[CH3:39][C@H:35]1[N:36]([CH2:6][CH2:7][C@H:8]2[C:13]3[CH:14]=[CH:15][C:16]([N:18]4[CH2:19][CH2:20][S:21][CH2:22][CH2:23]4)=[CH:17][C:12]=3[CH2:11][CH2:10][O:9]2)[CH2:37][CH2:38][N:33]([C:30]2[C:29]3[CH:40]=[CH:41][C:26]([C:24]#[N:25])=[CH:27][C:28]=3[S:32][CH:31]=2)[CH2:34]1

Participants

3

Reactant 2

HCID 69306552(3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazineHCID 865960232-[(1S)-6-(4-Thiomorpholinyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate

Product 1

HCID 693101303-((3R)-3-Methyl-4-{2-[(1S)-6-(4-thiomorpholinyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl}piperazinyl)-1-benzothiophene-6-carbonitrile

Procedure

Prepared by condensation of 2-[(1S)-6-(4-thiomorpholinyl)-3,4-dihydro-1H-2-benzopyran-1-yl]ethyl methanesulfonate with (3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazine, as described for Example 1b). M+H=519.

Sources & evidence

ORD record
ord-1e016da1bdcd4b99a35ce64124a119c9
Source dataset
uspto-grants-2008_02
Patent number
US07335660B2

Reaction notes

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