3-(Trifluoromethyl)benzenesulfonyl chloride → HCID 68696124, compound

HRID 2235162Notes

Reaction equation

HRID 2235162 reaction equation
[F:1][C:2]([F:35])([F:34])[C:3]1[CH:4]=[C:5]([S:9]([N:12]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][CH2:13]2)(=[O:11])=[O:10])[CH:6]=[CH:7][CH:8]=1.F[C:37](F)(F)[C:38]1C=C(S(Cl)(=O)=O)C=CC=1>>[CH2:37]([O:30][C:29](=[O:31])[C:28]1[CH:27]=[CH:26][C:25]([NH:24][C:22]([C:19]2[CH:20]=[C:21]3[C:16]([CH2:15][CH2:14][CH2:13][N:12]3[S:9]([C:5]3[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:1])([F:34])[F:35])[CH:4]=3)(=[O:10])=[O:11])=[CH:17][CH:18]=2)=[O:23])=[CH:33][CH:32]=1)[CH3:38]

Participants

3

Reactant 2

HCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 16050812HCID 16050812, compound

Product 1

HCID 68696124HCID 68696124, compound

Procedure

4 4-{[1-(3-Trifluoromethyl-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=503.0 (M−H), was prepared in analogy to example 57, steps 1 to 6. Step 5 was performed using 3-trifluromethyl-benzenesulfonyl chloride, yielding 4-{[1-(3-trifluoromethyl-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 6.

Sources & evidence

ORD record
ord-738c3dac3e78473c89190c01a8e6ffa1
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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