11-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one → 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 2351429Notes

Reaction equation

HRID 2351429 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:23]([CH2:36][CH2:37][CH3:38])[CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][NH2:35])[CH2:29][CH2:28]1)[CH2:21][CH3:22]>C(OCC)(=O)C>[CH2:36]([N:23]([CH2:20][CH2:21][CH3:22])[CH2:24][CH2:25][CH2:26][CH:27]1[CH2:32][CH2:31][N:30]([CH2:33][CH2:34][NH:35][C:2]([N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[NH:7][C:6]3[CH:16]=[CH:17][CH:18]=[N:19][C:5]2=3)=[O:3])[CH2:29][CH2:28]1)[CH2:37][CH3:38]

Participants

4

Reactant 2

HCID 1104396211-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 538750145,11-Dihydro-11-[[[2-[4-[3-(dipropylamino)propyl]-piperidin-l-yl]ethyl]amino]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 43%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Prepared analogously to Example 1 from 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 43% of theory. Colourless crystals, m.p. 169°-170° C. (ethyl acetate).

Sources & evidence

ORD record
ord-4868f7ee25ed40af97cacf230965a86d
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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