N-methylpropyn-2-ylamine → 5,11-Dihydro-11-[[N-methyl(2-propynyl)amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 4169

Reaction equation

HRID 4169 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[N:19][C:5]1=2)=[O:3].[CH3:20][NH:21][CH2:22][C:23]#[CH:24]>>[CH3:20][N:21]([CH2:22][C:23]#[CH:24])[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[N:19][C:5]1=2)=[O:3]

Participants

3

Reactant 2

HCID 96160N-methylpropyn-2-ylamineHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Product 1

HCID 201529185,11-Dihydro-11-[[N-methyl(2-propynyl)amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Procedure

Analogously to Example C, using 27.3 g (0.1 mol) of 11-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 7.0 g (0.1 mol) of N-methyl-propargylamine, 27 g (88% of theory) of the desired compound are obtained.

Sources & evidence

ORD record
ord-40ce053f6f454522aede5b77a4a32553
Source dataset
uspto-grants-1988_02
Patent number
US04724236

Linked notes

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