Acetic Anhydride → HCID 23155747, compound

HRID 1714789Notes

Reaction equation

[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:16][CH2:15][N:14]([CH:17](C)[CH2:18][CH2:19]C(NC2C=CC=CC=2C(O)=O)=O)[CH2:13][CH2:12]1.[C:33]([O:36][C:37](=O)[CH3:38])(=[O:35])[CH3:34]>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[N:11]1[CH2:12][CH2:13][N:14]([CH2:17][CH2:18][CH2:19][CH2:38][C:37]2[O:36][C:33](=[O:35])[C:34]3[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=3[N:1]=2)[CH2:15][CH2:16]1

Participants

Reactant 2

HCID 7918Acetic Anhydride

HCID 23155766HCID 23155766, compound

Product 1

HCID 23155747HCID 23155747, compoundYield 201.4%

Conditions

Temperature: 80 °C

Procedure

A mixture of 4.32 g of 2-[4-(4-quinolin-2-ylpiperazin-1-yl)-pentanoylamino]benzoic acid as synthesized in above Step 7-15-A and 3.06 g of acetic anhydride was stirred at 80° C. for an hour, and the solvent was distilled off under reduced pressure to provide 4.17 g (100%) of 2-[4-(4-quinolin-2-ylpiperazin-1-yl)butyl]-3,1-benzoxazin-4-one.

Workup

distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-476980bd26f141b8b21c52601236f012
Source dataset: uspto-grants-2010_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07799775B2

Reaction notes

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