o-Toluenesulfonyl chloride → HCID 10227346, compound

HRID 230511Notes

Reaction equation

HRID 230511 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]([CH3:26])(=[O:25])=[O:24].[C:27]1([CH3:37])[C:28]([S:33]([Cl:36])(=[O:35])=[O:34])=[CH:29][CH:30]=[CH:31][CH:32]=1>>[ClH:36].[N:8]1([C:5]2[CH:6]=[CH:7][C:2]([NH:1][S:33]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=3[CH3:37])(=[O:35])=[O:34])=[C:3]([NH:22][S:23]([CH3:26])(=[O:24])=[O:25])[CH:4]=2)[CH2:14][CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 8623o-Toluenesulfonyl chlorideHCID 22272520HCID 22272520, compound

Product 1

HCID 10227346HCID 10227346, compound

Procedure

The compound was synthesized from N-{2-amino-5-(4-t-butyloxycarbonyl-1,4-diazepan-1-yl)-phenyl}methanesulfonamide and o-toluenesulfonylchloride (87 mg, 0.455 mmol) to give before Boc-deprotection 175 mg of a purple solid. M+1 439.2 Calcd 438.14.

Workup

  1. customto give before Boc-deprotection 175 mg of a purple solid

Sources & evidence

ORD record
ord-fb4e9cb9a93c405095efadf0157fa117
Source dataset
uspto-grants-2009_07
Patent number
US07566715B2

Reaction notes

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