HCID 69779806, compound → HCID 70013376, compound

HRID 1266856Notes

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]

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. customThe mixture was partitioned between EtOAc and H2O
  2. customthe organic layer was dried
  3. customevaporated in vacuum
  4. customThe residue was chromatographed on silicag gel
  5. customthe purified product was triturated with Et2O

Sources & evidence

ORD record
ord-8f4545c38f8d4620b5ed2773c6e7434c
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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