Hydroxyamine hydrochloride → HCID 86612934, compound

HRID 1393907Notes

Reaction equation

HRID 1393907 reaction equation
[CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([NH:12][CH2:13][C:14](=O)[CH2:15][C:16]3([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]([F:29])([F:28])[F:27])[CH2:19][CH2:18][CH2:17]3)[CH:10]=[CH:11][C:6]=2[C:5](=[O:31])[O:4][N:3]=1.[NH2:32][OH:33].Cl>CCO.O.CC([O-])=O.[Na+]>[CH3:1][C:2]1[C:7]2[CH:8]=[C:9]([NH:12][CH2:13][C:14](=[N:32][OH:33])[CH2:15][C:16]3([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=4[C:26]([F:29])([F:28])[F:27])[CH2:19][CH2:18][CH2:17]3)[CH:10]=[CH:11][C:6]=2[C:5](=[O:31])[O:4][N:3]=1

Participants

6

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 16738923HCID 16738923, compound

Product 1

HCID 86612934HCID 86612934, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 517045Sodium AcetateSolvent

Procedure

A solution of 29 mg of 4-methyl-6-{2-oxo-3-[1-(2-trifluoromethyl-phenyl)-cyclobutyl]-propylamino}-benzo[d][1,2]oxazin-1-one in EtOH (8 ml) was treated with 1 ml of 50% NH2OH HCl solution in H2O and NaOAc (15 mg). The solution was heated under reflux for 2 h and evaporated. The residue was purified by column chromatography on silica gel (10%-40% EtOAc-hexane) to yield 2 mg of product.

Workup

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 2 h
  3. customevaporated
  4. customThe residue was purified by column chromatography on silica gel (10%-40% EtOAc-hexane)

Sources & evidence

ORD record
ord-6570b40e9281455cabc8320b32927261
Source dataset
uspto-grants-2008_03
Patent number
US07348322B2

Reaction notes

Loading…