2-Chloro-5-nitroquinoline → N-[2-(2,3-Dihydro-benzofuran-7-ylamino)-quinolin-5-yl]-3,5-difluoro-benzenesulfonamide

HRID 1170192Notes

Reaction equation

HRID 1170192 reaction equation
[N+:1]([C:4]1[CH:13]=[CH:12][CH:11]=[C:10]2[C:5]=1[CH:6]=[CH:7][C:8](Cl)=[N:9]2)([O-])=O.[F:15][C:16]1[CH:17]=[C:18]([S:23](Cl)(=[O:25])=[O:24])[CH:19]=[C:20]([F:22])[CH:21]=1.[NH2:27][C:28]1[C:36]2[O:35][CH2:34][CH2:33][C:32]=2[CH:31]=[CH:30][CH:29]=1>>[O:35]1[C:36]2[C:28]([NH:27][C:8]3[CH:7]=[CH:6][C:5]4[C:10](=[CH:11][CH:12]=[CH:13][C:4]=4[NH:1][S:23]([C:18]4[CH:17]=[C:16]([F:15])[CH:21]=[C:20]([F:22])[CH:19]=4)(=[O:25])=[O:24])[N:9]=3)=[CH:29][CH:30]=[CH:31][C:32]=2[CH2:33][CH2:34]1

Participants

4

Reactant 3

HCID 3192512-Chloro-5-nitroquinolineHCID 27740583,5-Difluorobenzenesulfonyl chlorideHCID 128059502,3-Dihydro-1-benzofuran-7-amine

Product 1

HCID 24991899N-[2-(2,3-Dihydro-benzofuran-7-ylamino)-quinolin-5-yl]-3,5-difluoro-benzenesulfonamide

Procedure

The title compound, MS: m/e=454.3 (M+H+), was prepared in accordance with the general method of example 89 from 5-nitro-2-chloroquinoline, 3,5-difluorobenzenesulfonylchloride and 7-amino-2,3-dihydrobenzofuran (CAS 13414-56-7).

Sources & evidence

ORD record
ord-5b6b8d7c7d5f4840991f675b3cbdd9fc
Source dataset
uspto-grants-2010_11
Patent number
US07825253B2

Reaction notes

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