Hydroxyamine hydrochloride → HCID 57972129, compound

HRID 1799281Notes

Reaction equation

HRID 1799281 reaction equation
Cl.[OH:2][NH2:3].C(O)C.C1COCC1.[O:12]=[C:13]([NH:43][CH2:44][C:45](=O)[CH3:46])[CH:14]([NH:27][C:28](=[O:42])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][C:38]([F:41])([F:40])[F:39])=[CH:31][CH:30]=1)[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=1>CCCCCC>[OH:2][N:3]=[C:45]([CH3:46])[CH2:44][NH:43][C:13](=[O:12])[CH:14]([NH:27][C:28](=[O:42])[C:29]1[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][C:38]([F:39])([F:40])[F:41])=[CH:31][CH:30]=1)[CH2:15][C:16]1[CH:21]=[CH:20][C:19]([O:22][C:23]([F:26])([F:25])[F:24])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 21873804Tetrahydrofuran ethanolHCID 57972109HCID 57972109, compound

Product 1

HCID 57972129HCID 57972129, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Hydroxyamine hydrochloride (20 mg, 0.288 mmol) was added to a solution mixture of ethanol:THF (2:1, V/V, 7.5 mL) containing N-{2-oxo-2-[(2-oxo-propyl)amino]-1-[4-(trifluoromethoxy)benzyl]ethyl}-4-(3,3,3-trifluoropropoxy)benzamide (100 mg, 0.192 mmol) prepared in Example 76. The mixture was stirred at room temperature for 6 hours, and the solvent was evaporated. The residue was purified by thin layer chromatography for separation (ethyl acetate:n-hexane, 2:1, V/V, developed once) to give 49 mg of the title compound (white powder, yield: 48%).

Workup

  1. customthe solvent was evaporated
  2. customThe residue was purified by thin layer chromatography for separation (ethyl acetate

Sources & evidence

ORD record
ord-8b4f75e2dbb542b098fe749159c39526
Source dataset
uspto-grants-2013_01
Patent number
US08344029B2

Reaction notes

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