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

HRID 2351432Notes

Reaction equation

HRID 2351432 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.[CH3:21][CH:22]([N:24]([CH:37]([CH3:39])[CH3:38])[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)[CH3:23]>C(#N)C>[CH3:39][CH:37]([N:24]([CH:22]([CH3:23])[CH3:21])[CH2:25][CH2:26][CH2:27][CH:28]1[CH2:29][CH2:30][N:31]([CH2:34][CH2:35][NH:36][C:11]([N:10]2[C:4]3[CH:3]=[C:2]([Cl:1])[CH:20]=[CH:19][C:5]=3[C:6](=[O:18])[NH:7][C:8]3[CH:17]=[CH:16][CH:15]=[N:14][C:9]2=3)=[O:12])[CH2:32][CH2:33]1)[CH3:38]

Participants

4

Reactant 2

HCID 142099769-Chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 198459452-[4-[3-[Bis(methylethyl)amino]propyl]-piperidin-1-yl]ethanamine

Product 1

HCID 5428959811-[[[2-[4-[3-[Bis(methylethyl)amino]propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-9-chloro-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 44%

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-[bis(methylethyl)amino]propyl]-piperidin-l-yl]ethanamine in a yield of 44% of theory. Colourless crystals, m.p. 175°-176° C. (acetonitrile).

Sources & evidence

ORD record
ord-1adcfe8ab5ca49f8843e6237dfe86df9
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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