Acetic Anhydride → HCID 10301079, compound

HRID 1836191Notes

Reaction equation

HRID 1836191 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]([CH3:33])([CH3:32])[CH2:10][C:11]([OH:31])([C:27]([F:30])([F:29])[F:28])[C:12]([NH:14][C:15]1[CH:16]=[CH:17][C:18]2[C:23](=[O:24])[O:22][N:21]=[C:20]([CH3:25])[C:19]=2[CH:26]=1)=[O:13].[C:34](OC(=O)C)(=[O:36])[CH3:35].C(OCC)(=O)C.C(=O)(O)[O-].[Na+]>O1CCCC1>[C:34]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[C:9]([CH3:33])([CH3:32])[CH2:10][C:11]([OH:31])([C:27]([F:30])([F:29])[F:28])[C:12]([NH:14][C:15]1[CH:16]=[CH:17][C:18]2[C:23](=[O:24])[O:22][N:21]=[C:20]([CH3:25])[C:19]=2[CH:26]=1)=[O:13])(=[O:36])[CH3:35]

Participants

6

Reactant 4

HCID 7918Acetic AnhydrideHCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 10162091HCID 10162091, compound

Product 1

HCID 10301079HCID 10301079, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

9.4 mg of 6-[4-(2-amino-5-fluorophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleroylamino]-4-methyl-2,3-benzoxazin-1-one and 0.04 ml of acetic acid anhydride in 0.5 ml of tetrahydrofuran are stirred for 2 days at room temperature, and mixed with ethyl acetate and sodium bicarbonate solution. The ethyl acetate solution is dried and concentrated by evaporation. After chromatography on silica gel, 8 mg of 6-[4-(2-acetylamino-5-fluorophenyl)-2-hydroxy-4-methyl-2-trifluoromethylvaleroylamino]-4-methyl-2,3-benzoxazin-1-one is obtained.

Workup

  1. dry with materialThe ethyl acetate solution is dried
  2. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-86412849bda44156a41fd36f142c454c
Source dataset
uspto-grants-2004_08
Patent number
US06777409B2

Reaction notes

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