Ammonia → HCID 15428611, compound

HRID 377817Notes

Reaction equation

HRID 377817 reaction equation
O([C:8]([N:10]([CH2:12][C:13]#[C:14][C:15]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=2)[N:17]([C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)[N:16]=1)[OH:11])=[O:9])C1C=CC=CC=1.[NH3:35]>CO>[OH:11][N:10]([CH2:12][C:13]#[C:14][C:15]1[CH:19]=[C:18]([C:20]2[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=2)[N:17]([C:27]2[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=2)[N:16]=1)[C:8]([NH2:35])=[O:9]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15461754HCID 15461754, compound

Product 1

HCID 15428611HCID 15428611, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Alternatively, N-phenoxycarbonyl-N-(1-(1-(4-methoxyphenyl)-5-(4-methylphenyl)-3-pyrazolyl)-1-propyn-3-yl)hydroxylamine (4.67 mmol, 2.12 g) was dissolved in 20 mL of 14% w/w solution of ammonia in MeOH and stirred overnight in a stoppered round-bottomed flask. The solution was concentrated to give 2.2 g of orange oil which was purified by MPLC to give 0.89 g (51%) of Cpd. 1 as an off white solid. Tables I & J list the analytical data for Cpd. 1 as well as other compounds which were prepared in this manner.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-55d9170832db451cb047c62324600457
Source dataset
uspto-grants-2000_02
Patent number
US06028202

Reaction notes

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