o-Toluenesulfonyl chloride → HCID 10143499, compound

HRID 230526Notes

Reaction equation

HRID 230526 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:14][CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)=[CH:4][C:3]=1[NH:22][S:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)(=[O:25])=[O:24].[C:32]1([CH3:42])[C:33]([S:38]([Cl:41])(=[O:40])=[O:39])=[CH:34][CH:35]=[CH:36][CH:37]=1>>[ClH:41].[N:8]1([C:5]2[CH:6]=[CH:7][C:2]([NH:1][S:38]([C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][C:32]=3[CH3:42])(=[O:40])=[O:39])=[C:3]([NH:22][S:23]([C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=3)(=[O:25])=[O:24])[CH:4]=2)[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 8623o-Toluenesulfonyl chlorideHCID 22272501N-(2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide

Product 1

HCID 10143499HCID 10143499, compound

Procedure

The compound was synthesized from of N-{2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide and o-toluenesulfonylchloride (51 mg, 0.269 mmol) to give 18 mg as purple-solid. M+1 501.3 Calcd 501.15; 1HNMR δ 7.78-7.17 (m, 9H), 6.68-6.35 (m, 3H), 3.63-3.10 (m, 8H), 2.59 (s, 3H), 2.09-2.01 (m, 2H).

Workup

  1. customto give 18 mg as purple-solid

Sources & evidence

ORD record
ord-e5d73e80f7bd4f6890c06ab222495424
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

Loading…