Diethyl acetylenedicarboxylate → HCID 22153728, compound

HRID 1111218Notes

Reaction equation

HRID 1111218 reaction equation
[NH2:1][C:2]1[CH2:8][N:7]=[C:6]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:5]2[CH:16]=[C:17]([CH3:21])[C:18]([CH3:20])=[CH:19][C:4]=2[N:3]=1.[C:22]([C:29](OCC)=[O:30])#[C:23][C:24]([O:26][CH2:27][CH3:28])=[O:25]>C(O)C>[C:24]([C:23]1[N:3]2[C:4]3[CH:19]=[C:18]([CH3:20])[C:17]([CH3:21])=[CH:16][C:5]=3[C:6]([C:9]3[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=3)=[N:7][CH2:8][C:2]2=[N:1][C:29](=[O:30])[CH:22]=1)([O:26][CH2:27][CH3:28])=[O:25]

Participants

4

Reactant 2

HCID 69803Diethyl acetylenedicarboxylateHCID 22153712HCID 22153712, compound

Product 1

HCID 22153728HCID 22153728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In the manner given in Example 27, 2-amino-7,8-dimethyl-5-(p-fluorophenyl)-3H-1,4-benzodiazepine was heated in ethanol with diethyl acetylenedicarboxylate to give 1-carboethoxy-9,10-dimethyl-7-(p-fluorophenyl)pyrimido[1,2-a][1,4]benzodiazepin-3(5H)-one.

Sources & evidence

ORD record
ord-a7db9dc44e0f496fbf58f6d7fb605994
Source dataset
uspto-grants-1990_12
Patent number
US04978753

Reaction notes

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