Ammonia → HCID 14210053, compound

HRID 2351404Notes

Reaction equation

HRID 2351404 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]([CH2:36][CH3:37])[CH2:23][CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][N:28]1[CH2:33][CH2:34][NH2:35])[CH3:21].C(#N)C.N>ClCCl.C1CCCCC1.CO>[CH2:36]([N:22]([CH2:20][CH3:21])[CH2:23][CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][N:28]1[CH2:33][CH2:34][NH:35][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])[CH3:37]

Participants

6

Reactant 4

HCID 222AmmoniaHCID 6342AcetonitrileHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 14210014HCID 14210014, compound

Product 1

HCID 14210053HCID 14210053, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 69163855HCID 69163855, compoundSolvent

Procedure

Prepared analogously to Example 2 from 11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[2-[4-(diethylamino)butyl]-piperidin-1-yl]ethanamine in a yield of 55% of theory. Colourless crystals, m.p. 155°-157° C. (acetonitrile). RF 0.57 (Macherey-Nagel, PolygramRSIL G/UV254, pre-coated plastic sheets for TLC, eluant: dichloromethane/cyclohexane/methanol/conc. ammonia 102/23/23/3 v/v).

Sources & evidence

ORD record
ord-a4a075a17e3042889490e271b0b96ec8
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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