3-Fluorobenzenesulfonyl Chloride → HCID 68700889, compound

HRID 2235122Notes

Reaction equation

HRID 2235122 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([C:20]([NH:22][C:23]4[CH:31]=[CH:30][C:26]([C:27]([OH:29])=[O:28])=[CH:25][CH:24]=4)=[O:21])[CH:18]=3)[CH2:13][CH2:12]2)(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.F[C:33]1C=C(S(Cl)(=O)=O)C=C[CH:38]=1>>[CH2:33]([O:28][C:27](=[O:29])[C:26]1[CH:25]=[CH:24][C:23]([NH:22][C:20]([C:17]2[CH:18]=[C:19]3[C:14]([CH2:13][CH2:12][N:11]3[S:8]([C:4]3[CH:5]=[CH:6][CH:7]=[C:2]([F:1])[CH:3]=3)(=[O:10])=[O:9])=[CH:15][CH:16]=2)=[O:21])=[CH:31][CH:30]=1)[CH3:38]

Participants

3

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 16050420HCID 16050420, compound

Product 1

HCID 68700889HCID 68700889, compound

Procedure

4-{[1-(3-Fluoro-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=439.3 (M−H), was prepared in analogy to example 30, steps 1 to 6. Step 5 was performed using 3-fluoro-benzenesulfonyl chloride, yielding 4-{[1-(3-fluoro-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-8426f2a02be7449a9fd84fd919b01fb4
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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