5-Fluoro-2-methylbenzenesulphonyl chloride → HCID 10278878, compound

HRID 230492Notes

Reaction equation

HRID 230492 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:24])=[O:23].[F:31][C:32]1[CH:33]=[CH:34][C:35]([CH3:42])=[C:36]([S:38](Cl)(=[O:40])=[O:39])[CH:37]=1>>[F:31][C:32]1[CH:33]=[CH:34][C:35]([CH3:42])=[C:36]([S:38]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]3)=[CH:4][C:3]=2[NH:21][S:22]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)(=[O:24])=[O:23])(=[O:40])=[O:39])[CH:37]=1

Participants

3

Reactant 2

HCID 1362865-Fluoro-2-methylbenzenesulphonyl chlorideHCID 22272479N-(2-amino-5-(4-boc-1-piperazinyl)-phenyl)-benzenesulfonamide

Product 1

HCID 10278878HCID 10278878, compound

Procedure

5-Fluoro-2-methyl-N-[2-[(phenylsulfonyl)amino]-4-(1-piperazinyl)-phenyl]benzenesulfonamide was synthesized from N-{2-amino-5-(4-t-butyloxycarbonyl-piperazinyl)-phenyl}benzenesulfonamide and 5-fluoro-2-methylbenzenesulfonylchloride (50 mg, 0.239 mmol) according to general method 3 to give 60 mg of a purple solid. MS (posES-FIA) m/z=Found: 505.2; Calcd 505.13; 1H-NMR δ 7.73-7.17 (m, 8H), 6.83 (d, 1H), 6.68 (dd, 1H), 6.50 (dd, 1H), 3.27-3.17 (m, 8H), 2.55 (s, 3H).

Sources & evidence

ORD record
ord-3ef5a648e1f4441b969f53bab78bc7e4
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

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