5-Fluoro-2-methylbenzenesulphonyl chloride → HCID 10166293, compound

HRID 230528Notes

Reaction equation

HRID 230528 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].[F:32][C:33]1[CH:34]=[CH:35][C:36]([CH3:43])=[C:37]([S:39]([Cl:42])(=[O:41])=[O:40])[CH:38]=1>>[ClH:42].[N:8]1([C:5]2[CH:6]=[CH:7][C:2]([NH:1][S:39]([C:37]3[CH:38]=[C:33]([F:32])[CH:34]=[CH:35][C:36]=3[CH3:43])(=[O:41])=[O:40])=[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 1362865-Fluoro-2-methylbenzenesulphonyl chlorideHCID 22272501N-(2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide

Product 1

HCID 10166293HCID 10166293, compound

Procedure

The compound was synthesized from of N-{2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}benzenesulfonamide and 5-fluoro-2-methylbenzenesulfonylchloride (56 mg, 0.269 mmole) to give 7 mg as purple solid. M+1 519.3 Calcd 519.15; 1HNMR δ 7.78-7.18 (m, 8H), 6.72 (d, 1H), 6.45 (dd, 1H), 6.34 (d, 1H), 3.59 (app t, 2H), 3.38 (app t, 2H), 3.21 (app t, 2H), 3.13 (app t, 2H), 2.57 (s, 3H), 2.06-1.98 (m, 2H).

Workup

  1. customto give 7 mg as purple solid

Sources & evidence

ORD record
ord-d8b7ed88af8941ef800c7b00f4acbb53
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

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