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Diisopropylethylamine → Benzodiazepinesuccinamide

HRID 273285
Notes
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Reaction equation

HRID 273285 reaction equation
[NH:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][CH:3]=[N:2]1.C([CH:15]([C:23]([NH2:25])=[O:24])[CH:16](CC=C)[C:17]([NH2:19])=[O:18])C=C.CCN(C(C)C)C(C)C>CN(C=O)C>[NH:1]1[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH:5]=[CH:4][C:3]([CH:15]([C:23]([NH2:25])=[O:24])[CH2:16][C:17]([NH2:19])=[O:18])=[N:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 81531DiisopropylethylamineHCID 134664BenzodiazepineHCID 131723749Diallylsuccinamide

Product 1

HCID 136334626Benzodiazepinesuccinamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Following the procedures described for the synthesis of 11, diallylsuccinamide intermediate 16 was prepared from 14 in reasonable yield. 14 (2.59, 5.9 mmol), p-chloro-BZD (2.34 g, 6.2 mmol) and DIPEA (1 ml, 5.8 mmol) in 30 ml DMF was heated to 40-50 degree overnight.

Workup

  1. customwas prepared from 14 in reasonable yield

Sources & evidence

ORD record
ord-2f787a2ae6ec41138582c97c2046094a
Source dataset
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07456278B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes