HCID 22272473, compound → HCID 22272491, compound

HRID 230496Notes

Reaction equation

HRID 230496 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].[CH3:31][C:32]1[CH:37]=[C:36]([O:38][C:39](F)(F)F)[CH:35]=[CH:34][C:33]=1[S:43](Cl)(=[O:45])=[O:44]>>[CH3:39][O:38][C:36]1[CH:35]=[CH:34][C:33]([S:43]([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:45])=[O:44])=[C:32]([CH3:31])[CH:37]=1

Participants

3

Reactant 2

HCID 22272473HCID 22272473, compoundHCID 22272479N-(2-amino-5-(4-boc-1-piperazinyl)-phenyl)-benzenesulfonamide

Product 1

HCID 22272491HCID 22272491, compound

Procedure

4-Methoxy-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 2-methyl-4-trifluoromethoxybenzenesulfonylchloride (53 mg, 0.455 mmol) according to general method 3 to give before Boc-deprotection 70 mg of a purple solid. MS (posES-FIA) m/z=Found: 571.2; Calcd 571.12; 1H NMR δ 773-7.09 (m, 8H), 6.86 (d, 1H), 6.69 (dd, 1H), 6.48 (d, 1H), 3.29-3.17 (m, 8H), 2.62 (s, 3H).

Workup

  1. customto give before Boc-deprotection 70 mg of a purple solid

Sources & evidence

ORD record
ord-a9a1a8359d344a68bba56236deaff2bd
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

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