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

HRID 53556Notes

Reaction equation

HRID 53556 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH3:20])[C:5]2[NH:6][C:7](=[O:19])[C:8]3[CH:18]=[CH:17][CH:16]=[N:15][C:9]=3[N:10]([CH2:13][CH3:14])[C:11]=2[N:12]=1.[C:21](OC(=O)C)(=[O:23])[CH3:22]>>[C:21]([N:6]1[C:7](=[O:19])[C:8]2[CH:18]=[CH:17][CH:16]=[N:15][C:9]=2[N:10]([CH2:13][CH3:14])[C:11]2[N:12]=[C:2]([Cl:1])[CH:3]=[C:4]([CH3:20])[C:5]1=2)(=[O:23])[CH3:22]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 463144Dipyridodiazepinone deriv. 15

Product 1

HCID 199600515-acetyl-2-chloro-5,11-dihydro-11-ethyl-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one

Conditions

Temperature
140 °C

Procedure

A suspension of 2-chloro-5,11-dihydro-11-ethyl-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one (5.1 g) in acetic anhydride (25 mL) was heated at 140° C. for 5 hours. The solvent was evaporated and the residue fractionated over silica gel to give 4.48 g of 5-acetyl-2-chloro-5,11-dihydro-11-ethyl-4-methyl-6H-dipyrido[3,2-b:2',3'-e][1,4]diazepin-6-one, suitable for use in the next reaction.

Workup

  1. customThe solvent was evaporated

Sources & evidence

ORD record
ord-ae17f5cf9c2e45dab4929b25a5be296c
Source dataset
uspto-grants-1997_04
Patent number
US05620974

Reaction notes

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