(3,4-Dichlorophenyl)methanesulfonyl chloride → 4-[{2-[1-benzhydryl-5-chloro-2-(2-{[(3,4-dichlorobenzyl)sulfonyl]amino}ethyl)-1H-indol-3-yl]ethyl}(methyl)amino]benzoic Acid

HRID 988910

Reaction equation

HRID 988910 reaction equation
C[O:2][C:3](=[O:40])[C:4]1[CH:9]=[CH:8][C:7]([N:10]([CH2:12][CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([Cl:23])[CH:21]=3)[N:16]([CH:24]([C:31]3[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=3)[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)[C:15]=2[CH2:37][CH2:38][NH2:39])[CH3:11])=[CH:6][CH:5]=1.[Cl:41][C:42]1[CH:43]=[C:44]([CH2:49][S:50](Cl)(=[O:52])=[O:51])[CH:45]=[CH:46][C:47]=1[Cl:48]>>[CH:24]([N:16]1[C:17]2[C:22](=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=2)[C:14]([CH2:13][CH2:12][N:10]([CH3:11])[C:7]2[CH:8]=[CH:9][C:4]([C:3]([OH:2])=[O:40])=[CH:5][CH:6]=2)=[C:15]1[CH2:37][CH2:38][NH:39][S:50]([CH2:49][C:44]1[CH:45]=[CH:46][C:47]([Cl:48])=[C:42]([Cl:41])[CH:43]=1)(=[O:52])=[O:51])([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 2794622(3,4-Dichlorophenyl)methanesulfonyl chlorideHCID 205985254-({2-[2-(2-Amino-ethyl)-1-benzhydryl-5-chloro-1H-indol-3-yl]-ethyl}methyl-amino)-benzoic acid methyl ester

Product 1

HCID 219623844-[{2-[1-benzhydryl-5-chloro-2-(2-{[(3,4-dichlorobenzyl)sulfonyl]amino}ethyl)-1H-indol-3-yl]ethyl}(methyl)amino]benzoic AcidYield 87%

Procedure

The intermediate from example 146 step 7 was treated with 3,4-dichlorophenylmethanesulfonylchloride according to the procedure in Example 87 step 2 to generate the desired product in 87% yield.

Sources & evidence

ORD record
ord-c889b974a87d4c79968147d2c09825dc
Source dataset
uspto-grants-2003_10
Patent number
US06635771B2

Linked notes

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