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

HRID 2351427Notes

Reaction equation

HRID 2351427 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].[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(OCC)(=O)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: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])[CH2:32][CH2:33]1)[CH3:38]

Participants

4

Reactant 2

HCID 1510747111-(chlorocarbonyl)-5,11-dihydro-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 198459452-[4-[3-[Bis(methylethyl)amino]propyl]-piperidin-1-yl]ethanamine

Product 1

HCID 1984601311-[[[2-[4-[3-[Bis(methylethyl)amino]propyl]-piperidin-1-yl]ethyl]amino]carbonyl]-5,11-dihydro-9-methyl-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 46%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

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-[bis(methylethyl)amino]propyl]-piperidin-1-yl]ethanamine in a yield of 46% of theory. Colourless crystals, m.p. 160°-162° C. (ethyl acetate).

Sources & evidence

ORD record
ord-6d4c5d3fe212426583340f9d730fd35d
Source dataset
uspto-grants-1989_10
Patent number
US04873236

Reaction notes

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