Water → HCID 66976502, compound

HRID 1022797Notes

Reaction equation

HRID 1022797 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C@H:11]2[C@@H:17]([CH2:18][N:19]3[CH2:24][CH2:23][CH:22]([C:25]([O:27]C)=[O:26])[CH2:21][CH2:20]3)[O:16][CH2:15][CH2:14][N:13]([C:29]([O:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[O:30])[CH2:12]2)[CH:7]=[CH:8][C:9]=1[Cl:10].O>C(O)C>[C:32]([O:31][C:29]([N:13]1[CH2:12][C@@H:11]([C:6]2[CH:7]=[CH:8][C:9]([Cl:10])=[C:4]([Cl:3])[CH:5]=2)[C@@H:17]([CH2:18][N:19]2[CH2:24][CH2:23][CH:22]([C:25]([OH:27])=[O:26])[CH2:21][CH2:20]2)[O:16][CH2:15][CH2:14]1)=[O:30])([CH3:35])([CH3:33])[CH3:34]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 66976862HCID 66976862, compound

Product 1

HCID 66976502HCID 66976502, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 M Aqueous sodium hydroxide solution (0.2 mL) was added dropwise to a solution of tert-butyl (6R,7S)-6-(3,4-dichlorophenyl)-7-{[4-(methoxycarbonyl)piperidin-1-yl]methyl}-1,4-oxazepane-4-carboxylate (110 mg) in ethanol (5 mL), and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was washed with diethyl ether. The obtained aqueous layer was neutralized with 1 M hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was washed with brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (70 mg).

Workup

  1. washthe mixture was washed with diethyl ether
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-e77ce5c4565e42b7b919d6ae08fa51df
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

Loading…