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HCID 69779806, compound → HCID 70013376, compound

HRID 1266856
Notes
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Reaction equation

HRID 1266856 reaction equation
CO[C:3]([C:5]1[N:6]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH2:17][C:18](=[O:32])[NH:19][C:20]4[CH:26]=[C:25]([N:27]5[CH:31]=[CH:30][CH:29]=[CH:28]5)[CH:24]=[CH:23][C:21]=4[N:22]=3)[CH:11]=2)[O:8][CH:9]=1)=[O:4]>NCCO>[OH:4][CH2:3][CH2:5][NH:6][C:3]([C:5]1[N:6]=[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([C:16]3[CH2:17][C:18](=[O:32])[NH:19][C:20]4[CH:26]=[C:25]([N:27]5[CH:31]=[CH:30][CH:29]=[CH:28]5)[CH:24]=[CH:23][C:21]=4[N:22]=3)[CH:11]=2)[O:8][CH:9]=1)=[O:4]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 69779806HCID 69779806, compound

Product 1

HCID 70013376HCID 70013376, compoundYield 42.6%

Reagents, catalysts & solvents 1

HCID 700EthanolamineSolvent

Procedure

A solution of 2-[3-(4-oxo-7-pyrrol-1-yl-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl)-phenyl]-oxazole-4-carboxylic acid methyl ester (Example 25) (88 mg) in 2-amino-ethanol (2 mL) was stirred at 50° C. for 2 h. The mixture was partitioned between EtOAc and H2O, the organic layer was dried and evaporated in vacuum. The residue was chromatographed on silicag gel using EtOAc/hexane (1:1) as eluent and the purified product was triturated with Et2O to give the title compound (20 mg) as light-yellow solid.

Workup

  1. custom
The mixture was partitioned between EtOAc and H2O
  • customthe organic layer was dried
  • customevaporated in vacuum
  • customThe residue was chromatographed on silicag gel
  • customthe purified product was triturated with Et2O
  • Sources & evidence

    ORD record
    ord-8f4545c38f8d4620b5ed2773c6e7434c
    Source dataset
    uspto-grants-2003_04
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US06548495B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes