11-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one → 11-[[3-[2-[(Cyclopentyl)methylamino]ethyl]-1-piperidinyl]carbonyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

HRID 2106687Notes

Reaction equation

HRID 2106687 reaction equation
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[NH:8][C:7](=[O:15])[C:6]2[CH:16]=[CH:17][CH:18]=[N:19][C:5]1=2)=[O:3].[CH:20]1([CH2:25][NH:26][CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][CH2:32][NH:31][CH2:30]2)[CH2:24][CH2:23][CH2:22][CH2:21]1>C(#N)C>[CH:20]1([CH2:25][NH:26][CH2:27][CH2:28][CH:29]2[CH2:34][CH2:33][CH2:32][N:31]([C:2]([N:4]3[C:10]4[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=4[NH:8][C:7](=[O:15])[C:6]4[CH:16]=[CH:17][CH:18]=[N:19][C:5]3=4)=[O:3])[CH2:30]2)[CH2:21][CH2:22][CH2:23][CH2:24]1

Participants

4

Reactant 2

HCID 1420998311-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 150573093-[2-[(Cyclopentyl)methylamino]ethyl]piperidine

Product 1

HCID 1505733911-[[3-[2-[(Cyclopentyl)methylamino]ethyl]-1-piperidinyl]carbonyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneYield 61%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Prepared analogously to Example 4 from 11-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one and 3-[2-[(cyclopentyl)methylamino]ethyl]piperidine in a yield of 61% of theory. Colourless crystals, m.p. 148°-150° C. (acetonitrile).

Sources & evidence

ORD record
ord-9e2bd5e41a6347d996326345e5ea0e56
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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