Ammonia → 6,11-Dihydro-11-[[2-[2-(1-piperidinyl)ethyl]-4-morpholinyl]carbonyl]-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

HRID 2106716Notes

Reaction equation

HRID 2106716 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].[N:20]1([CH2:26][CH2:27][CH:28]2[O:33][CH2:32][CH2:31][NH:30][CH2:29]2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1.C(OC(C)C)(C)C.N>C(OCC)(=O)C.CO>[N:20]1([CH2:26][CH2:27][CH:28]2[O:33][CH2:32][CH2:31][N:30]([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])[CH2:29]2)[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

6

Reactant 4

HCID 222AmmoniaHCID 7914Diisopropyl EtherHCID 1420998311-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 150573272-[2-(1-Piperidinyl)ethyl]morpholine

Product 1

HCID 150573426,11-Dihydro-11-[[2-[2-(1-piperidinyl)ethyl]-4-morpholinyl]carbonyl]-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneYield 78%

Reagents, catalysts & solvents 1

HCID 21584119Ethylacetate methanolSolvent

Procedure

Prepared analogously to Example 4 from 11-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one and 2-[2-(1-piperidinyl)ethyl]morpholine in a yield of 78% of theory. Colourless crystals, m.p. 136°-138° C. (diisopropylether), Rf 0.46 (Macherey-Nagel, Polygram® SIL G/UV254, pre-coated plastic sheets for TLC; eluant: ethyl acetate/methanol/conc. ammonia 100/30/3, v/v/v).

Sources & evidence

ORD record
ord-f0eb9c0faeae4025bbb9a00e93e54504
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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