3-Fluorobenzenesulfonyl Chloride → HCID 66789626, compound

HRID 1360267Notes

Reaction equation

HRID 1360267 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]3[O:22][CH2:21][CH2:20][N:19]([S:23]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)(=[O:25])=[O:24])[C:18]=3[CH:33]=2)=[O:13])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].F[C:35]1C=C(S(Cl)(=O)=O)C=C[CH:40]=1>>[CH2:35]([O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([NH:11][C:12]([C:14]2[CH:15]=[CH:16][C:17]3[O:22][CH2:21][CH2:20][N:19]([S:23]([C:26]4[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=4)(=[O:25])=[O:24])[C:18]=3[CH:33]=2)=[O:13])=[CH:10][C:2]=1[F:1])[CH3:40]

Participants

3

Reactant 2

HCID 27342583-Fluorobenzenesulfonyl ChlorideHCID 24762708HCID 24762708, compound

Product 1

HCID 66789626HCID 66789626, compound

Procedure

2-Fluoro-4-{[4-(3-fluoro-benzenesulfonyl)-3,4-dihydro-2H-benzo[1,4]oxazine-6-carbonyl]-amino}-benzoic acid, MS (ISP): m/e=473.1 (M−H), was prepared as described for example 21, steps 1 to 8. Step 7 was performed using 3-fluoro-benzenesulfonyl chloride and yielded 2-fluoro-4-{[4-(3-fluoro-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-4d9c661b37a84a6e96f28c02fc5718e2
Source dataset
uspto-grants-2011_02
Patent number
US07879845B2

Reaction notes

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