2,5-Difluorobenzenesulfonyl chloride → HCID 66789062, compound

HRID 1360259Notes

Reaction equation

HRID 1360259 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[S:9]([N:12]1[C:17]2[CH:18]=[C:19]([C:22]([NH:24][C:25]3[CH:33]=[CH:32][C:28]([C:29]([OH:31])=[O:30])=[CH:27][CH:26]=3)=[O:23])[CH:20]=[CH:21][C:16]=2[O:15][CH2:14][CH2:13]1)(=[O:11])=[O:10].F[C:35]1C=CC(F)=C[C:36]=1S(Cl)(=O)=O>>[CH2:35]([O:30][C:29](=[O:31])[C:28]1[CH:32]=[CH:33][C:25]([NH:24][C:22]([C:19]2[CH:20]=[CH:21][C:16]3[O:15][CH2:14][CH2:13][N:12]([S:9]([C:3]4[CH:4]=[C:5]([F:8])[CH:6]=[CH:7][C:2]=4[F:1])(=[O:10])=[O:11])[C:17]=3[CH:18]=2)=[O:23])=[CH:26][CH:27]=1)[CH3:36]

Participants

3

Reactant 2

HCID 27369112,5-Difluorobenzenesulfonyl chlorideHCID 46213712HCID 46213712, compound

Product 1

HCID 66789062HCID 66789062, compound

Procedure

4-{[4-(2,5-Difluoro-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=472.9 (M−H), was prepared as described for example 14, steps 1 to 8. Step 7 was performed using 2,5-difluoro-benzenesulfonyl chloride and yielded 4-{[4-(2,5-difluoro-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-benzoic acid ethyl ester, which was hydrolyzed in step 8.

Sources & evidence

ORD record
ord-c069365d0ff1406f827af882073df162
Source dataset
uspto-grants-2011_02
Patent number
US07879845B2

Reaction notes

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