9-Chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one → 9-Chloro-11-[[4-[2-[2-(diethylamino)ethoxy]ethyl]-1-piperidinyl]carbonyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one

HRID 2106713Notes

Reaction equation

HRID 2106713 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:23]([CH2:35][CH3:36])[CH2:24][CH2:25][O:26][CH2:27][CH2:28][CH:29]1[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]1)[CH3:22]>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]([N:32]3[CH2:33][CH2:34][CH:29]([CH2:28][CH2:27][O:26][CH2:25][CH2:24][N:23]([CH2:21][CH3:22])[CH2:35][CH3:36])[CH2:30][CH2:31]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 150573254-[2-[2-(Diethylamino)ethoxy]ethyl]piperidine

Product 1

HCID 150573459-Chloro-11-[[4-[2-[2-(diethylamino)ethoxy]ethyl]-1-piperidinyl]carbonyl]-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 43%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 4 from 9-chloro-11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 4-[2-[2-(diethylamino)ethoxy]ethyl]piperidine in a yield of 43% of theory. Colourless crystals, m.p. 145°-146° C. (acetonitrile), Rf 0.39 (conditions as in Example 54).

Sources & evidence

ORD record
ord-3a13f582272d4ae087b6c43793a74b1c
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

Loading…