1-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chloride → 1-[(1-Acetylindolin-5-yl)sulfonyl]-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one hemihydrate

HRID 965587Notes

Reaction equation

HRID 965587 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=1[Cl:24])[NH:12][CH2:13][CH2:14][CH2:15][O:16][CH3:17].[C:25]([N:28]1[C:36]2[C:31](=[CH:32][C:33]([S:37](Cl)(=[O:39])=[O:38])=[CH:34][CH:35]=2)[CH2:30][CH2:29]1)(=[O:27])[CH3:26]>>[OH2:11].[C:25]([N:28]1[C:36]2[C:31](=[CH:32][C:33]([S:37]([N:7]3[C:8]4[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=4)[C:5]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])([NH:12][CH2:13][CH2:14][CH2:15][O:16][CH3:17])[C:6]3=[O:11])(=[O:38])=[O:39])=[CH:34][CH:35]=2)[CH2:30][CH2:29]1)(=[O:27])[CH3:26].[C:25]([N:28]1[C:36]2[C:31](=[CH:32][C:33]([S:37]([N:7]3[C:8]4[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=4)[C:5]([NH:12][CH2:13][CH2:14][CH2:15][O:16][CH3:17])([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=4[Cl:24])[C:6]3=[O:11])(=[O:38])=[O:39])=[CH:34][CH:35]=2)[CH2:30][CH2:29]1)(=[O:27])[CH3:26]

Participants

3

Reactant 2

HCID 140245961-Acetyl-2,3-dihydro-1H-indole-5-sulfonyl chlorideHCID 190766065-Chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one

Product 1

HCID 883583411-[(1-Acetylindolin-5-yl)sulfonyl]-5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one hemihydrateYield 84.5%

Procedure

This compound is prepared according to the procedure described in EXAMPLE 222 from 1 g of 5-chloro-3-(2-chlorophenyl)-1,3-dihydro-3-[(3-methoxypropyl)amino]indol-2-one and 0.711 g of 1-acetylindoline-5-sulfonyl chloride. 0.921 g of the expected product is obtained after crystallization from a DCM/iso ether mixture. M.p=158°-162° C.

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-7dcaf9e38a46440ab878c55a5f013fab
Source dataset
uspto-grants-1998_06
Patent number
US05773612

Reaction notes

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