Acetic Anhydride → 5-Acetyl-2-chloro-11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

HRID 53555Notes

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH3:21])[C:5]2[NH:6][C:7](=[O:20])[C:8]3[CH:19]=[CH:18][CH:17]=[N:16][C:9]=3[N:10]([CH:13]3[CH2:15][CH2:14]3)[C:11]=2[N:12]=1.[C:22](OC(=O)C)(=[O:24])[CH3:23]>CN(C)C1C=CN=CC=1>[C:22]([N:6]1[C:7](=[O:20])[C:8]2[CH:19]=[CH:18][CH:17]=[N:16][C:9]=2[N:10]([CH:13]2[CH2:15][CH2:14]2)[C:11]2[N:12]=[C:2]([Cl:1])[CH:3]=[C:4]([CH3:21])[C:5]1=2)(=[O:24])[CH3:23]

Participants

Conditions

Temperature: 130 °C

Procedure

A mixture of 2-chloro-11-cyclopropyl-5,11-dihydro-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one and acetic anhydride with 4-dimethylaminopyridine was heated at 130° C. until a clear solution was obtained. The solvent was evaporated and the residue was chromatographed over silica gel with ethyl acetate/hexane to give 0.85 g of the title compound, which crystallized from isopropyl ether/ethyl acetate, m.p. 204°-206° C.

Workup

customwas obtained
customThe solvent was evaporated
customthe residue was chromatographed over silica gel with ethyl acetate/hexane

Sources & evidence

ORD record: ord-9c5e84728dd94713b44dce4cd3ac4ecc
Source dataset: uspto-grants-1997_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05620974

Reaction notes

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