3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 68700909, compound

HRID 2235080Notes

Reaction equation

HRID 2235080 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]([C:14]2[CH:22]=[C:21]3[C:17]([CH2:18][CH2:19][N:20]3[S:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:35])([F:34])[F:33])[CH:27]=3)(=[O:25])=[O:24])=[CH:16][CH:15]=2)=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].F[C:37](F)(F)C1C=C(S(Cl)(=O)=O)C=CC=1>>[CH3:37][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([NH:11][C:12]([C:14]2[CH:22]=[C:21]3[C:17]([CH2:18][CH2:19][N:20]3[S:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([C:32]([F:33])([F:35])[F:34])[CH:27]=3)(=[O:25])=[O:24])=[CH:16][CH:15]=2)=[O:13])=[CH:10][C:2]=1[Cl:1]

Participants

3

Reactant 2

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 16051461HCID 16051461, compound

Product 1

HCID 68700909HCID 68700909, compound

Procedure

2-Chloro-4-{[1-(3-trifluoromethyl-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, m/z (ES+): 525.23 (M+H+.), was prepared in analogy to example 1, steps 1 to 5. Step 4 was performed using 3-trifluoromethyl-benzenesulfonyl chloride and yielded 2-chloro-4-{[1-(3-trifluoromethyl-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid methyl ester, which was hydrolyzed in step 5.

Sources & evidence

ORD record
ord-b45c797cff334440b7dcd09d2e048d2b
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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