Ammonia → 5,11-Dihydro-11-[[2-[2-(dimethylamino)ethyl]-1-piperidinyl]-carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2106672Notes

Reaction equation

HRID 2106672 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]([CH3:30])[CH2:22][CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][NH:25]1.C(#N)C.N>ClCCl.C1CCCCC1.CO>[CH3:30][N:21]([CH3:20])[CH2:22][CH2:23][CH:24]1[CH2:29][CH2:28][CH2:27][CH2:26][N:25]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 6342AcetonitrileHCID 296295Dimethyl-(2-piperidin-2-yl-ethyl)-amineHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Product 1

HCID 143696215,11-Dihydro-11-[[2-[2-(dimethylamino)ethyl]-1-piperidinyl]-carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 37%

Reagents, catalysts & solvents 1

HCID 69163855HCID 69163855, compoundSolvent

Procedure

Prepared analogously to Example 1 from 11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[2-(dimethylamino)ethyl]piperidine in a yield of 37% of theory. Colourless crystals, m.p. 188°-190° C. (from acetonitrile), Rf 0.6 (Macherey-Nagel, Polygram® SIL G/UV254, pre-coated plastic sheets for TLC; eluant: dichloromethane/cyclohexane/ methanol/conc. ammonia 68/15/15/2, v/v/v/v).

Sources & evidence

ORD record
ord-0e92582e96ad4cd6bd0adca54ef29b88
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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