3,5-Dichlorobenzenesulfonyl chloride → HCID 68701989, compound

HRID 2235152Notes

Reaction equation

HRID 2235152 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([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])=[C:27]([F:34])[CH:26]=4)=[O:23])[CH:20]=3)[CH2:15][CH2:14][CH2:13]2)(=[O:11])=[O:10])[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl[C:36]1C=C(S(Cl)(=O)=O)C=C(Cl)[CH:41]=1>>[CH2:36]([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][CH2:13][N:12]3[S:9]([C:4]3[CH:5]=[C:6]([Cl:8])[CH:7]=[C:2]([Cl:1])[CH:3]=3)(=[O:11])=[O:10])=[CH:17][CH:18]=2)=[O:23])=[CH:26][C:27]=1[F:34])[CH3:41]

Participants

3

Reactant 2

HCID 5223883,5-Dichlorobenzenesulfonyl chlorideHCID 16050717HCID 16050717, compound

Product 1

HCID 68701989HCID 68701989, compound

Procedure

4-{[1-(3,5-Dichloro-benzenesulfonyl)-1,2,3,4-tetrahydro-quinoline-7-carbonyl]-amino}-2-fluoro-benzoic acid, m/z (ES+): 523.18 (M+H+.), was prepared in analogy to example 48, steps 1 to 5. Step 4 was performed using 3,5-dichloro-benzenesulfonyl chloride, yielding 4-{[1-(3,5-dichloro-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-e942397fa7bd4f6fb792d6fce7719fd1
Source dataset
uspto-grants-2010_05
Patent number
US07713996B2

Reaction notes

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