Ammonia → HCID 178513687, compound

HRID 2277542Notes

Reaction equation

HRID 2277542 reaction equation
CC1C=CC(S([CH:11]2[CH:15]([C:16]3[CH:21]=[C:20]([C:22]([NH2:24])=[O:23])[CH:19]=[CH:18][N:17]=3)O[CH:13]=[N:12]2)(=O)=O)=CC=1.[NH3:25]>CO>[NH:12]1[CH:11]=[C:15]([C:16]2[CH:21]=[C:20]([C:22]([NH2:24])=[O:23])[CH:19]=[CH:18][N:17]=2)[N:25]=[CH:13]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 90407064HCID 90407064, compound

Product 1

HCID 178513687HCID 178513687, compoundYield 36.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
125 °C

Procedure

2-[4-(4-methylphenyl)sulfonyl-4,5-dihydro-1,3-oxazol-5-yl]pyridine-4-carboxamide (23 g, 63.98 mmol) was added to a solution of NH3 in MeOH (5 g/120 mL) and stirred overnight at 125° C., concentrated and purified by flash column chromatography to give the title compound (5 g, 36.8%). [M+H] Calc'd for C9H8N4O, 189. Found, 189.

Workup

  1. concentrationconcentrated
  2. custompurified by flash column chromatography

Sources & evidence

ORD record
ord-bb1774c8746c402497cc03ae0a05a4d3
Source dataset
uspto-grants-2015_09
Patent number
US09133166B2

Reaction notes

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