Ammonia → HCID 14369620, compound

HRID 2106671Notes

Reaction equation

HRID 2106671 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].[CH2:20]([N:22]([CH2:31][CH3:32])[CH2:23][CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][NH:26]1)[CH3:21].C(#N)C.N>C(OCC)(=O)C.C1CCCCC1.CO.ClCCl>[CH2:31]([N:22]([CH2:20][CH3:21])[CH2:23][CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][N:26]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])[CH3:32]

Participants

7

Reactant 4

HCID 222AmmoniaHCID 6342AcetonitrileHCID 6484179Diethyl-(2-piperidin-2-yl-ethyl)-amineHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

Product 1

HCID 14369620HCID 14369620, compoundYield 37%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 22064753Cyclohexane ethyl acetate methanolSolvent

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-(diethylamino)ethyl]piperidine in a yield of 37% of theory. Colourless crystals, m.p. 100° C. (D.) (from acetonitrile), Rf 0.25 (Macherey-Nagel, Polygram® SIL G/UV254, pre-coated plastic sheets for TLC; eluant: dichloromethane/,ethyl acetate/cyclohexane/methanol/conc. ammonia 57/25/8/8/1, v/v/v/v/v)

Sources & evidence

ORD record
ord-6559110c3f3b405d904678ec4a2a26f2
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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