11-(chlorocarbonyl)-5,11-dihydro-8-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one → 11-[[[2-[2-[(Diethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-5,11-dihydro-8-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2351395Notes

Reaction equation

HRID 2351395 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][C:13]([CH3:15])=[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:23]([CH2:26][CH:27]1[CH2:32][CH2:31][CH2:30][CH2:29][N:28]1[CH2:33][CH2:34][NH2:35])[CH2:24][CH3:25])[CH3:22]>C(#N)C>[CH2:21]([N:23]([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][C:13]([CH3:15])=[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])[CH2:24][CH3:25])[CH3:22]

Participants

4

Reactant 2

HCID 1420997711-(chlorocarbonyl)-5,11-dihydro-8-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 142100002-[2-[(Diethylamino)methyl]piperidin-1-yl]ethanamine

Product 1

HCID 1421004611-[[[2-[2-[(Diethylamino)methyl]-piperidin-1-yl]ethyl]amino]carbonyl]-5,11-dihydro-8-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 55%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 2 from 11-(chlorocarbonyl)-5,11-dihydro-8-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[2-[(diethylamino)methyl]-piperidin-1-yl]ethanamine in a yield of 55% of theory. Colourless crystals, m.p. 148°-150° C. (acetonitrile).

Sources & evidence

ORD record
ord-a2aa5bf96c1d44d9afa79fd31a20952e
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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