Acetic Anhydride → 6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one

HRID 535454Notes

Reaction equation

HRID 535454 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:8]([C:11]([C:13]2[N:21]3[C:16]([CH:17]=[CH:18][CH:19]=[CH:20]3)=[C:15]([O:22][CH3:23])[C:14]=2[CH3:24])=[O:12])=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].[C:25](OC(=O)C)(=O)[CH3:26]>>[CH3:23][O:22][C:15]1[C:14]([CH3:24])=[C:13]([C:11]([C:8]2[CH:9]=[CH:10][C:2]3[N:1]=[C:25]([CH3:26])[O:5][C:4](=[O:6])[C:3]=3[CH:7]=2)=[O:12])[N:21]2[C:16]=1[CH:17]=[CH:18][CH:19]=[CH:20]2

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 113478952-Amino-5-[(1-Methoxy-2-Methylindolizin-3-Yl)carbonyl]benzoic Acid

Product 1

HCID 666530526-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one

Procedure

0.100 g (0.31 mmol) of 2-amino-5-[(1-methoxy-2-methylindolizin-3-yl)-carbonyl]benzoic acid (Example 150 described in WO 03/084956) in 1 ml of acetic anhydride is refluxed for 3 hours. The reaction medium is concentrated under reduced pressure. 0.107 g of a yellow solid is obtained.

Workup

  1. concentrationThe reaction medium is concentrated under reduced pressure

Sources & evidence

ORD record
ord-41fdf41fe5254cb88462d56bc89beccf
Source dataset
uspto-grants-2014_10
Patent number
US08859544B2

Reaction notes

Loading…