Ammonia → 5,11-Dihydro-11-[[[2-[4-[3-(dipropylamino)propyl]-piperidin-1-yl]ethyl]amino]carbonyl]-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2351426Notes

Reaction equation

HRID 2351426 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:9]=2[C:8](=[O:16])[NH:7][C:6]2[CH:17]=[CH:18][CH:19]=[N:20][C:5]1=2)=[O:3].[CH2:21]([N:24]([CH2:37][CH2:38][CH3:39])[CH2:25][CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][N:31]([CH2:34][CH2:35][NH2:36])[CH2:30][CH2:29]1)[CH2:22][CH3:23].N>ClCCl.C1CCCCC1.CO>[CH2:37]([N:24]([CH2:21][CH2:22][CH3:23])[CH2:25][CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][N:31]([CH2:34][CH2:35][NH:36][C:2]([N:4]2[C:10]3[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:9]=3[C:8](=[O:16])[NH:7][C:6]3[CH:17]=[CH:18][CH:19]=[N:20][C:5]2=3)=[O:3])[CH2:30][CH2:29]1)[CH2:38][CH3:39]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 1510747111-(chlorocarbonyl)-5,11-dihydro-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 198460112-[4-[3-(Dipropylamino)propyl]-piperidin-1-yl]ethanamine

Product 1

HCID 198459485,11-Dihydro-11-[[[2-[4-[3-(dipropylamino)propyl]-piperidin-1-yl]ethyl]amino]carbonyl]-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 63%

Reagents, catalysts & solvents 1

HCID 69163855HCID 69163855, compoundSolvent

Procedure

Prepared analogously to Example 1 from 11-(chlorocarbonyl)-5,11-dihydro-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[4-[3-(dipropylamino)propyl]-piperidin-1-yl]ethanamine in a yield of 63% of theory. Colourless crystals, m.p. 195° C. (D.), RF =0.5 (Macherey-Nagel, Polygram® SIL G UV254, pre-coated plastic sheets for TLC, eluant: dichloromethane/cyclohexane/methanol/conc. ammonia 68/15/15/15/2 v/v).

Sources & evidence

ORD record
ord-c4c45fdccaa844499c1de97ccbca122e
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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