Ammonia → HCID 22141365, compound

HRID 1826353Notes

Reaction equation

HRID 1826353 reaction equation
[CH2:1]([N:7]1[CH2:12][CH:11]2[CH:9]([C:10]2([C:14]2[CH:15]=[C:16]([CH:27]=[CH:28][CH:29]=2)[NH:17][S:18]([CH2:21][C:22]([O:24]CC)=O)(=[O:20])=[O:19])[CH3:13])[CH2:8]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[NH3:30]>>[CH2:1]([N:7]1[CH2:8][CH:9]2[CH:11]([C:10]2([C:14]2[CH:15]=[C:16]([CH:27]=[CH:28][CH:29]=2)[NH:17][S:18]([CH2:21][C:22]([NH2:30])=[O:24])(=[O:19])=[O:20])[CH3:13])[CH2:12]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 22141184HCID 22141184, compound

Product 1

HCID 22141365HCID 22141365, compoundYield 53.5%

Procedure

A solution of ethyl 2-{[3-(3-hexyl-6-methyl-3-azabicyclo[3.1.0]hex-6-yl)anilino]sulfonyl}acetate (Example 41, 0.13 g, 0.38 mmol) in ammonia (2M in methanol, 3.0 ml, 1.5 mmol) was heated to 60° C. for 12 h in a sealed tube. The mixture was cooled, concentrated in vacuo and then purified by chromatography on silica gel eluting with methanol:ethyl acetate (2:98) to give the product as a pale yellow foam (80 mg, 53%).

Workup

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated in vacuo
  3. custompurified by chromatography on silica gel eluting with methanol:ethyl acetate (2:98)

Sources & evidence

ORD record
ord-d9117a7c40964b8b850cadd429a48511
Source dataset
uspto-grants-2006_05
Patent number
US07049444B2

Reaction notes

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