4-(Difluoromethoxy)benzenesulfonyl chloride → HCID 68699741, compound

HRID 2235151Notes

Reaction equation

HRID 2235151 reaction equation
[F:1][CH:2]([F:36])[O:3][C:4]1[CH:9]=[CH:8][C:7]([S:10]([N:13]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]([NH:25][C:26]4[CH:34]=[CH:33][C:29]([C:30]([OH:32])=[O:31])=[C:28]([F:35])[CH:27]=4)=[O:24])[CH:21]=3)[CH2:16][CH2:15][CH2:14]2)(=[O:12])=[O:11])=[CH:6][CH:5]=1.FC(F)O[C:40]1C=CC(S(Cl)(=O)=O)=C[CH:41]=1>>[CH2:40]([O:31][C:30](=[O:32])[C:29]1[CH:33]=[CH:34][C:26]([NH:25][C:23]([C:20]2[CH:21]=[C:22]3[C:17]([CH2:16][CH2:15][CH2:14][N:13]3[S:10]([C:7]3[CH:8]=[CH:9][C:4]([O:3][CH:2]([F:1])[F:36])=[CH:5][CH:6]=3)(=[O:12])=[O:11])=[CH:18][CH:19]=2)=[O:24])=[CH:27][C:28]=1[F:35])[CH3:41]

Participants

3

Reactant 2

HCID 27782234-(Difluoromethoxy)benzenesulfonyl chlorideHCID 160507164-{[1-(4-Difluoromethoxy-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-2-fluoro-benzoic acid

Product 1

HCID 68699741HCID 68699741, compound

Procedure

4-{[1-(4-Difluoromethoxy-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-2-fluoro-benzoic acid, m/z (ES+): 521.17 (M+H+.), was prepared in analogy to example 48, steps 1 to 5. Step 4 was performed using 4-difluoromethoxy-benzenesulfonyl chloride, yielding 4-{[1-(4-difluoromethoxy-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-2-fluoro-benzoic acid ethyl ester, which was hydrolyzed in step 5.

Sources & evidence

ORD record
ord-26aa5f2c44324874b27214259714c00b
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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