HCID 67428714, compound → HCID 11952159, compound

HRID 1662690Notes

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([N:22]1[CH2:31][C@H:30]([OH:32])[CH2:29][C@H:23]1[C:24]([N:26]([CH3:28])[CH3:27])=[O:25])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[O:20][CH3:21].[CH3:33][O:34][C:35]1[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[C:37]([O:45][C:46]([F:49])([F:48])[F:47])[CH:36]=1>>[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([S:41]([C:38]1[CH:39]=[CH:40][C:35]([O:34][CH3:33])=[CH:36][C:37]=1[O:45][C:46]([F:47])([F:48])[F:49])(=[O:43])=[O:42])[C:6](=[O:11])[C:5]2([N:22]1[CH2:31][C@H:30]([OH:32])[CH2:29][C@H:23]1[C:24]([N:26]([CH3:28])[CH3:27])=[O:25])[C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][C:13]=1[O:20][CH3:21]

Participants

Reactant 2

HCID 67428714HCID 67428714, compound

HCID 866256844-Methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride

Product 1

HCID 11952159HCID 11952159, compoundYield 39.1%

Procedure

With 150 mg of (4R)-1-[5-chloro-3-(2,4-dimethoxyphenyl)-2-oxo-2,3-dihydro-1H-indol-3-yl]-4-hydroxy-N,N-dimethyl-L-prolinamide (levorotatory compound), which is the compound described in Preparation 3.39 of brochure Publication No. WO01/055130 and 110 mg of 4-methoxy-2-(trifluoromethoxy)benzene sulfonyl chloride as starting materials, 91 mg of the title compound (yellow amorphous) was obtained by a similar method to Example 2.

Workup

customdescribed in Preparation 3.39 of brochure Publication No

Sources & evidence

ORD record: ord-fd1b56c401df48c38bb9a1707250b09d
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08030499B2

Reaction notes

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