Sodium Acetate → HCID 58109749, compound

HRID 2037431Notes

Reaction equation

HRID 2037431 reaction equation
[C:1]([O-])(=[O:3])[CH3:2].[Na+].[NH2:6][CH2:7][CH2:8][C:9]1([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[O:14][C:13](=[O:15])[N:12]([C:16]2[CH:17]=[C:18]([C:22]3[CH:27]=[CH:26][C:25]([F:28])=[CH:24][C:23]=3[F:29])[CH:19]=[CH:20][CH:21]=2)[CH2:11][CH2:10]1>C(OC(=O)C)(=O)C>[F:29][C:23]1[CH:24]=[C:25]([F:28])[CH:26]=[CH:27][C:22]=1[C:18]1[CH:19]=[CH:20][CH:21]=[C:16]([N:12]2[CH2:11][CH2:10][C:9]([CH2:8][CH2:7][NH:6][C:1](=[O:3])[CH3:2])([C:30]3[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=3)[O:14][C:13]2=[O:15])[CH:17]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 25182421HCID 25182421, compound

Product 1

HCID 58109749HCID 58109749, compoundYield 32.1%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Procedure

In a 5 dram vial, sodium acetate (3 mg, 0.04 mmol) was added to 6-(2-aminoethyl)-3-(2′,4′-difluorobiphenyl-3-yl)-6-phenyl-1,3-oxazinan-2-one (5.13 mg, 0.013 mmol) in acetic anhydride (0.5 mL). The reaction was stirred for 2 h. The solvent was evaporated and the crude residue purified via prep HPLC to afford 1.88 mg of N-(2-(3-(2′,4′-difluorobiphenyl-3-yl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)ethyl)acetamide. LC-MS Method 1 m/z=451 (M+H)+.

Workup

  1. customThe solvent was evaporated
  2. customthe crude residue purified via prep HPLC

Sources & evidence

ORD record
ord-86f23ac1b3574eeaa0af29499ba59ee2
Source dataset
uspto-grants-2013_11
Patent number
US08575156B2

Reaction notes

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