Acetic Anhydride → HCID 67226405, compound

HRID 573220Notes

Reaction equation

[NH2:1][C:2]1[C:3]([CH3:20])=[C:4]([CH:17]=[CH:18][CH:19]=1)[O:5][C:6]1[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9].[C:21]([O:24]C(=O)C)(=O)[CH3:22].C([O-])(=O)C.[K+].[N:33](OCCC(C)C)=O>C1(C)C=CC=CC=1>[C:21]([N:1]1[C:2]2[C:3](=[C:4]([O:5][C:6]3[CH:15]=[C:14]([F:16])[CH:13]=[CH:12][C:7]=3[C:8]([O:10][CH3:11])=[O:9])[CH:17]=[CH:18][CH:19]=2)[CH:20]=[N:33]1)(=[O:24])[CH3:22]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of EXAMPLE 446A (1.0 g), acetic anhydride (0.734 mL), and potassium acetate (0.428 g) in toluene (20 mL) was stirred at room temperature for three hours. To the flask was added isoamyl nitrite (1.03 mL). The reaction mixture was heated at 80° C. for 16 hours. The solvent was removed, and the residue was purified by flash column chromatography on silica gel to give the title compound.

Workup

customThe solvent was removed
customthe residue was purified by flash column chromatography on silica gel

Sources & evidence

ORD record: ord-3bc322d7ac2140b0b02a989fe0b685db
Source dataset: uspto-grants-2015_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09029404B2

Reaction notes

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