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

HRID 2106715Notes

Reaction equation

HRID 2106715 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].[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.Cl>>[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[C:8](=[O:15])[NH:7][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

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1104396211-chlorocarbonyl-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneHCID 150573272-[2-(1-Piperidinyl)ethyl]morpholine

Product 1

HCID 150573345,11-Dihydro-11-[[2-[2-(1-piperidinyl)ethyl]-4-morpholinyl]carbonyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-oneYield 79%

Procedure

Prepared analogously to Example 4 from 11-(chlorocarbonyl)-5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one and 2-[2-(1-piperidinyl)ethyl]morpholine (Rf 0.4 [Macherey-Nagel, Polygram® SIL G/UV254, pre-coated plastic sheets for TLC; eluant: dichloromethane/methanol/cyclohexane/conc. ammonia 68/15/15/2, v/v/v/v/v]) in a yield of 79% of theory. The colourless hydrochloride melted at 274°-275° C.

Sources & evidence

ORD record
ord-0b9c2ed8aa1341208fc4f8615f1f9813
Source dataset
uspto-grants-1990_06
Patent number
US04931436

Reaction notes

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