3-(Trifluoromethoxy)benzene-1-sulfonyl chloride → HCID 68695580, compound

HRID 2235121Notes

Reaction equation

HRID 2235121 reaction equation
[F:1][C:2]([F:35])([F:34])[O:3][C:4]1[CH:5]=[C:6]([S:10]([N:13]2[C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:22]([NH:24][C:25]4[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=4)=[O:23])[CH:20]=3)[CH2:15][CH2:14]2)(=[O:12])=[O:11])[CH:7]=[CH:8][CH:9]=1.FC(F)(F)O[C:39]1C=C(S(Cl)(=O)=O)C=C[CH:44]=1>>[CH2:39]([O:30][C:29](=[O:31])[C:28]1[CH:32]=[CH:33][C:25]([NH:24][C:22]([C:19]2[CH:20]=[C:21]3[C:16]([CH2:15][CH2:14][N:13]3[S:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:1])([F:34])[F:35])[CH:5]=3)(=[O:11])=[O:12])=[CH:17][CH:18]=2)=[O:23])=[CH:26][CH:27]=1)[CH3:44]

Participants

3

Reactant 2

HCID 27772183-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 16051866HCID 16051866, compound

Product 1

HCID 68695580HCID 68695580, compound

Procedure

4-{[1-(3-Trifluoromethoxy-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=505.1 (M−H), was prepared in analogy to example 30, steps 1 to 6. Step 5 was performed using 3-trifluoromethoxy-benzenesulfonyl chloride, yielding 4-{[1-(3-trifluoromethoxy-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-67bd1b30ff384fa38b69ec4673156127
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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