Ammonia → HCID 69780111, compound

HRID 1266851Notes

Reaction equation

HRID 1266851 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].[NH3:33]>CO>[O:32]=[C:18]1[CH2:17][C:16]([C:12]2[CH:11]=[C:10]([C:7]3[O:8][CH:9]=[C:5]([C:3]([NH2:33])=[O:4])[N:6]=3)[CH:15]=[CH:14][CH:13]=2)=[N:22][C:21]2[CH:23]=[CH:24][C:25]([N:27]3[CH:28]=[CH:29][CH:30]=[CH:31]3)=[CH:26][C:20]=2[NH:19]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 69779806HCID 69779806, compound

Product 1

HCID 69780111HCID 69780111, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
20 °C

Procedure

A suspension 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) (44mg) in a 5N solution (3 mL) of NH3 in MeOH was stirred at 20° C. for 3 d. Insoluble material was filtered off and the solution was evaporated in vacuum. The residue was triturated with EtOAc to give the title compound (22 mg) as light-yellow solid.

Workup

  1. filtrationInsoluble material was filtered off
  2. customthe solution was evaporated in vacuum
  3. customThe residue was triturated with EtOAc

Sources & evidence

ORD record
ord-9a11a075ce1640449c164576e17430cf
Source dataset
uspto-grants-2003_04
Patent number
US06548495B2

Reaction notes

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