HCID 66976795, compound → HCID 66976282, compound

HRID 1022816Notes

Reaction equation

HRID 1022816 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:15](/[CH:16]=[CH:17]/[C:18]([O:20][CH2:21][CH3:22])=[O:19])[O:14][CH2:13][CH2:12][N:11]([C:23]([O:25][C:26]([CH3:29])([CH3:28])[CH3:27])=[O:24])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]2[CH:15]([CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])[O:14][CH2:13][CH2:12][N:11]([C:23]([O:25][C:26]([CH3:27])([CH3:29])[CH3:28])=[O:24])[CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 1

HCID 66976795HCID 66976795, compound

Product 1

HCID 66976282HCID 66976282, compoundYield 71.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl (6SR,7RS)-6-(3,4-dichlorophenyl)-7-[(1E)-3-ethoxy-3-oxoprop-1-en-1-yl]-1,4-oxazepane-4-carboxylate (630 mg) in ethanol (5 ml) was added 3% Pt/sulfided carbon (100 mg), and the mixture was stirred under a hydrogen atmosphere at room temperature overnight. The catalyst was removed by filtration. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to give the title compound (450 mg).

Workup

  1. customThe catalyst was removed by filtration
  2. customThe solvent was evaporated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-526d913c62614941b52b13cb3836db76
Source dataset
uspto-grants-2014_05
Patent number
US08722662B2

Reaction notes

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