3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 68690651, compound

HRID 2241157Notes

Reaction equation

HRID 2241157 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[C:19]([NH:23][S:24]([C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=2)(=[O:26])=[O:25])[C:20]=1[O:21][CH3:22])[C:6]([NH:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=[O:14])=[CH:11][CH:10]=1)=[O:7].F[C:38](F)(F)[C:39]1C=C(S(Cl)(=O)=O)C=CC=1>>[CH2:38]([O:14][C:13](=[O:15])[C:12]1[CH:16]=[CH:17][C:9]([NH:8][C:6](=[O:7])[C:5]2[CH:18]=[C:19]([NH:23][S:24]([C:27]3[CH:32]=[CH:31][CH:30]=[C:29]([C:33]([F:36])([F:35])[F:34])[CH:28]=3)(=[O:26])=[O:25])[C:20]([O:21][CH3:22])=[C:3]([O:2][CH3:1])[CH:4]=2)=[CH:10][CH:11]=1)[CH3:39]

Participants

3

Reactant 2

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 11977881HCID 11977881, compound

Product 1

HCID 68690651HCID 68690651, compound

Procedure

4-[3,4-Dimethoxy-5-(3-trifluoromethyl-benzenesulfonylamino)-benzoylamino]-benzoic acid, MS (ISP): m/e=523.1 (M−H), was prepared in analogy to example 31, steps A to D. Step C was performed using 3-trifluoromethyl-benzenesulfonyl chloride and yielded 4-[3,4-dimethoxy-5-(3-trifluoromethyl-benzenesulfonylamino)-benzoylamino]-benzoic acid ethyl ester, which was hydrolyzed in step D.

Sources & evidence

ORD record
ord-5b717618a19544db81425edafe582d12
Source dataset
uspto-grants-2010_05
Patent number
US07723538B2

Reaction notes

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