4-Butoxybenzenesulfonyl Chloride → HCID 10232281, compound

HRID 346771Notes

Reaction equation

HRID 346771 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].[CH2:32]([O:36][C:37]1[CH:42]=[CH:41][C:40]([S:43]([Cl:46])(=[O:45])=[O:44])=[CH:39][CH:38]=1)[CH2:33][CH2:34][CH3:35]>>[ClH:46].[CH2:32]([O:36][C:37]1[CH:42]=[CH:41][C:40]([S:43]([NH:1][C:2]2[CH:7]=[CH:6][C:5]([N:8]3[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]3)=[CH:4][C:3]=2[NH:22][S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)(=[O:25])=[O:24])(=[O:45])=[O:44])=[CH:39][CH:38]=1)[CH2:33][CH2:34][CH3:35]

Participants

3

Reactant 2

HCID 5179904-Butoxybenzenesulfonyl ChlorideHCID 22272501N-(2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide

Product 1

HCID 10232281HCID 10232281, compound

Procedure

The compound was synthesized from of N-{2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide and 4-n-butoxybenzenesulfonylchloride (67 mg, 0.269 mmol) to give 27 mg as purple solid. M+1 559.4 Calcd 559.20; 1HNMR δ 7.77–7.47 (m, 7H), 6.96–6.93 (m, 2H), 6.55 (d, 1H), 6.52 (d, 1H), 6.41 (d, 1H), 4.01 (t, 2H), 3.63 (app t, 2H), 3.43 (app t, 2H), 3.25 (app t, 2H), 3.17 (app t, 2H), 2.11–2.03 (m, 2H), 1.80–1.71 (m, 2H), 1.53–1.45 (m, 2H), 0.98 (t, 3H).

Workup

  1. customto give 27 mg as purple solid

Sources & evidence

ORD record
ord-6de9c73d187f49a9a3b752f2de12c00c
Source dataset
uspto-grants-2007_02
Patent number
US07173035B2

Reaction notes

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