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

HRID 2056777Notes

Reaction equation

HRID 2056777 reaction equation
CS(O[CH2:6][CH2:7][C@H:8]1[C:13]2[CH:14]=[CH:15][C:16]([N:18]3[CH2:22][CH2:21][NH:20][C:19]3=[O:23])=[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]>>[C:24]([C:26]1[CH:41]=[CH:40][C:29]2[C:30]([N:33]3[CH2:38][CH2:37][N:36]([CH2:6][CH2:7][C@H:8]4[C:13]5[CH:14]=[CH:15][C:16]([N:18]6[CH2:22][CH2:21][NH:20][C:19]6=[O:23])=[CH:17][C:12]=5[CH2:11][CH2:10][O:9]4)[C@H:35]([CH3:39])[CH2:34]3)=[CH:31][S:32][C:28]=2[CH:27]=1)#[N:25]

Participants

3

Reactant 2

HCID 69306552(3R)-1-(6-cyano-1-benzothien-3-yl)-3-methylpiperazineHCID 865960222-((1S)-6-(2-Oxo-imidazolidin-1-yl)-3,4-dihydro-1H-2-benzopyran-1-yl)ethyl methanesulfonate

Product 1

HCID 693078161-((1S)-1-{2-[(2R)-4-(6-Cyano-1-benzothien-3-yl)-2-methylpiperazinyl]ethyl}-3,4-dihydro-1H-2-benzopyran-6-yl)-2-imidazolidinone

Procedure

The title compound was prepared by condensation of 2-((1S)-6-(2-oxo-imidazolidin-1-yl)-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). M+H=502.

Sources & evidence

ORD record
ord-5cddde34700d40a1826f5ab2651c7a36
Source dataset
uspto-grants-2008_02
Patent number
US07335660B2

Reaction notes

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