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Hydrochloric Acid → 11-[[2-[2-[2-(Diethylamino)ethoxy]ethyl]-1-piperidinyl]carbonyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-one

HRID 2106718
Notes
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Reaction equation

HRID 2106718 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].[CH2:20]([N:22]([CH2:34][CH3:35])[CH2:23][CH2:24][O:25][CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][NH:29]1)[CH3:21].Cl>>[CH2:34]([N:22]([CH2:20][CH3:21])[CH2:23][CH2:24][O:25][CH2:26][CH2:27][CH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][N:29]1[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])[CH3:35]
ParticipantsProcedureSources & evidenceReaction notes

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 1420998311-(chlorocarbonyl)-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneHCID 150573212-[2-[2-(Diethylamino)ethoxy]ethyl]piperidine

Product 1

HCID 1505734111-[[2-[2-[2-(Diethylamino)ethoxy]ethyl]-1-piperidinyl]carbonyl]-6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-5-oneYield 86%

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-[2-(diethylamino)ethoxy]ethyl]piperidine in a yield of 86% of theory. The colourless hydrochloride melted at 186°-187° C.

Sources & evidence

ORD record
ord-64ed62dd19f14b4a9d48fbb985a1e1d8
Source dataset
uspto-grants-1990_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04931436

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes