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

HRID 2375359Notes

Reaction equation

HRID 2375359 reaction equation
[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:5][N:4]=[C:3]1[SH:13].Cl[CH2:15][CH2:16][CH2:17][N:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:27](=[O:30])[CH2:28][CH3:29])[CH:24]=2)[CH2:19]1>>[CH3:1][N:2]1[C:6]([C:7]2[CH:8]=[N:9][CH:10]=[CH:11][CH:12]=2)=[N:5][N:4]=[C:3]1[S:13][CH2:15][CH2:16][CH2:17][N:18]1[CH2:26][C:25]2[C:20](=[CH:21][CH:22]=[C:23]([C:27](=[O:30])[CH2:28][CH3:29])[CH:24]=2)[CH2:19]1

Participants

3

Reactant 2

HCID 691532091-[2-(3-chloropropyl)-2,3-dihydro-1H-isoindol-5-yl]propan-1-oneHCID 178481688HCID 178481688, compound

Product 1

HCID 691527291-(2-{3-[(4-Methyl-5-pyridin-3-yl-4H-1,2,4-triazol-3-yl)thio]propyl}-2,3-dihydro-1H-isoindol-5-yl)propan-1-one

Procedure

The title compound was prepared in analogy to method 1.5 from 4-methyl-5-pyridin-3-yl-4H-1,2,4-triazole-3-thiol (1.43 mmol, 0.33 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: 0.04 g.

Sources & evidence

ORD record
ord-6b92ebe2e79142aba7460e9c4d48760b
Source dataset
uspto-grants-2008_12
Patent number
US07465744B2

Reaction notes

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