9-Chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one → 9-Chloro-5,11-dihydro-11-[[[2-[4-[3-(dipropylamino)propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2351430Notes

Reaction equation

HRID 2351430 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6](=[O:18])[NH:7][C:8]3[CH:17]=[CH:16][CH:15]=[N:14][C:9]=3[N:10]([C:11](Cl)=[O:12])[C:4]=2[CH:3]=1.[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]>C(#N)C>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[C:6](=[O:18])[NH:7][C:8]3[CH:17]=[CH:16][CH:15]=[N:14][C:9]=3[N:10]([C:11]([NH:36][CH2:35][CH2:34][N:31]3[CH2:30][CH2:29][CH:28]([CH2:27][CH2:26][CH2:25][N:24]([CH2:21][CH2:22][CH3:23])[CH2:37][CH2:38][CH3:39])[CH2:33][CH2:32]3)=[O:12])[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 142099769-Chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 198460112-[4-[3-(Dipropylamino)propyl]-piperidin-1-yl]ethanamine

Product 1

HCID 537687519-Chloro-5,11-dihydro-11-[[[2-[4-[3-(dipropylamino)propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 22%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 1 from 9-chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[4-[3-(dipropylamino)propyl]-piperidin-l-yl]ethanamine in a yield of 22% of theory. Colourless crystals, m.p. 174°-175° C. (acetonitrile).

Sources & evidence

ORD record
ord-99cf3b039aae44df902198445a89c446
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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