3-Fluorobenzenesulfonyl Chloride → HCID 68697236, compound

HRID 2235108Notes

Reaction equation

HRID 2235108 reaction equation
[F: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]([F:32])[CH:27]=3)(=[O:25])=[O:24])=[C:16]([O:33][CH3:34])[CH:15]=2)=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].F[C:36]1C=C(S(Cl)(=O)=O)C=C[CH:41]=1>>[CH2:36]([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]([F:32])[CH:27]=3)(=[O:25])=[O:24])=[C:16]([O:33][CH3:34])[CH:15]=2)=[O:13])=[CH:10][C:2]=1[F:1])[CH3:41]

Participants

3

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 16051661HCID 16051661, compound

Product 1

HCID 68697236HCID 68697236, compound

Procedure

2-Fluoro-4-{[1-(3-fluoro-benzenesulfonyl)-4-methoxy-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, m/z (ES+): 489.08 (M+H+.), was prepared in analogy to example 14, steps 1 to 6. Step 5 was performed using 3-fluoro-benzenesulfonyl chloride and yielded 2-fluoro-4-{[1-(3-fluoro-benzenesulfonyl)-4-methoxy-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-51b98bf9c5d943d895ff25cda80ebba2
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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