1-[2-(3-chloropropyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-one → 1-[2-(3-{[4-Methyl-5-(1H-pyrrol-2-yl)-4H-1,2,4-triazol-3-yl]thio}propyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-one hydrochloride

HRID 2375357Notes

Reaction equation

HRID 2375357 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[NH:8][CH:9]=[CH:10][CH:11]=2)=[N:5][N:4]=[C:3]1[SH:12].[Cl:13][CH2:14][CH2:15][CH2:16][N:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26](=[O:29])[CH2:27][CH3:28])[CH:23]=2)[CH2:18]1>>[ClH:13].[CH3:1][N:2]1[C:6]([C:7]2[NH:8][CH:9]=[CH:10][CH:11]=2)=[N:5][N:4]=[C:3]1[S:12][CH2:14][CH2:15][CH2:16][N:17]1[CH2:25][C:24]2[C:19](=[CH:20][CH:21]=[C:22]([C:26](=[O:29])[CH2:27][CH3:28])[CH:23]=2)[CH2:18]1

Participants

3

Reactant 2

HCID 691532091-[2-(3-chloropropyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-oneHCID 178481690HCID 178481690, compound

Product 1

HCID 1363358001-[2-(3-{[4-Methyl-5-(1H-pyrrol-2-yl)-4H-1,2,4-triazol-3-yl]thio}propyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-one hydrochloride

Procedure

The title compound was prepared in analogy to method 1.5 from 4-methyl-5-(1H-pyrrol-2-yl)-4H-1,2,4-triazole-3-thiol (1.43 mmol, 0.26 g) and 1-[2-(3-chloropropyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-one (1.43 mmol, 0.36 g; preparation in analogy to 1.4 from isoindoline as disclosed in WO 0125200). Yield: 0.11 g.

Sources & evidence

ORD record
ord-4625eba6cb8f46ed894f300612c756e4
Source dataset
uspto-grants-2008_12
Patent number
US07465744B2

Reaction notes

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