Ammonia → HCID 14369624, compound

HRID 2106673Notes

Reaction equation

HRID 2106673 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][N:21]([CH3:32])[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][NH:27]1.C(OCC)(=O)C.N>ClCCl.C(OCC)(=O)C.C1CCCCC1.CO>[CH3:32][N:21]([CH3:20])[CH2:22][CH2:23][CH2:24][CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][N:27]1[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

6

Reactant 4

HCID 222AmmoniaHCID 8857Ethyl AcetateHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 15057317HCID 15057317, compound

Product 1

HCID 14369624HCID 14369624, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 86583941HCID 86583941, compoundSolvent

Procedure

Prepared analogously to Example 4 from 11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[4-(dimethylamino)butyl]piperidine in a yield of 55% of theory. Colourless crystals, m.p. 145°-147° C. (from ethyl acetate), Rf 0.1 (Macherey-Nagel, Polygram® SIL G/UV254, pre-coated plastic sheets for TLC; eluant: dichloromethane/ethyl acetate/cyclohexane/methanol/conc. ammonia 58/25/8/8/1, v/v/v/v/v)

Sources & evidence

ORD record
ord-5938faca13964d7597e4c4529fe51527
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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