Water → HCID 69524090, compound

HRID 858154Notes

Reaction equation

HRID 858154 reaction equation
[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH:3]1[CH2:4][CH:5]([S:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]3[CH:24]=[CH:23][S:22][CH:21]=3)=[O:19])=[CH:13][CH:12]=1)[CH2:6]2.[OH:25]OS([O-])=O.[K+].[OH2:31]>CO>[CH3:1][N:2]1[CH:7]2[CH2:8][CH2:9][CH:3]1[CH2:4][CH:5]([S:10]([C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([C:20]3[CH:24]=[CH:23][S:22][CH:21]=3)=[O:19])=[CH:13][CH:12]=1)(=[O:25])=[O:31])[CH2:6]2

Participants

5

Reactant 3

HCID 962WaterHCID 23707502Potassium hydroxy sulfiteHCID 69525133HCID 69525133, compound

Product 1

HCID 69524090HCID 69524090, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-{4-[(8-methyl-8-azabicylo[3.2.1]oct-3-yl)thio]phenyl]-3-thiophenecarboxamide (130 mg) in methanol (5 ml) was added a solution of Oxone (446 mg) in water. The mixture was stirred at room temperature for 30 minutes and then applied directly to an SCX cartridge. The impure product eluted with methanol and was subjected to further clean up by preparative LC-MS to yield N-{4-[(8-methyl-8-azabicylo[3.2.1]oct-3-yl)sulfonyl]phenyl]-3-thiophenecarboxamide (75 mg).

Workup

  1. washThe impure product eluted with methanol

Sources & evidence

ORD record
ord-646f6e0760374b26b02052c25332694e
Source dataset
uspto-grants-2006_12
Patent number
US07148236B2

Reaction notes

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