Hydrochloric Acid → HCID 178522525, compound

HRID 1769865Notes

Reaction equation

HRID 1769865 reaction equation
O1CCCCC1[N:7]1[C:11](=[O:12])[CH:10]=[C:9]([CH2:13][N:14]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[C:18]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[N:17][CH:16]([NH:31][C:32]([C:34]3[NH:35][C:36]4[C:41]([CH:42]=3)=[CH:40][CH:39]=[CH:38][CH:37]=4)=[O:33])[C:15]2=[O:43])[O:8]1.Cl.O1CCCC1>CO>[OH:12][C:11]1[CH:10]=[C:9]([CH2:13][N:14]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[C:18]([C:25]3[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=3)=[N:17][CH:16]([NH:31][C:32]([C:34]3[NH:35][C:36]4[C:41]([CH:42]=3)=[CH:40][CH:39]=[CH:38][CH:37]=4)=[O:33])[C:15]2=[O:43])[O:8][N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 8028TetrahydrofuranHCID 20097490HCID 20097490, compound

Product 1

HCID 178522525HCID 178522525, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a suspension of (3RS)-1,3-dihydro-1-[[2-(2-tetrahydropyranyl)-3-oxo-2,3-dihydroisoxazol-5-yl ] methyl]-3-(2-indolylcarbonylamino)-5-phenyl-1,4-benzodiazepine-2-one (212.9 mg) in methanol (4 ml) was added 2N hydrochloric acid under stirring at room temperature. Tetrahydrofuran (1 ml) was added thereto in order to gain a clear solution, which was stirred at the same temperature for 30 minutes. The reaction mixture was evaporated to dryness to afford yellow powder, which was washed with ether by stirring overnight, collected by filtration and dried to give (3RS)-1,3-dihydro-1-[(3-hydroxyisoxazol-5-yl)methyl]-3-(2-indolylcarbonylamino)-5-phenyl-1,4-benzodiazepine-2-one (149.1 mg) as yellow powder.

Workup

  1. stirringwas stirred at the same temperature for 30 minutes
  2. customThe reaction mixture was evaporated to dryness
  3. customto afford yellow powder, which
  4. washwas washed with ether
  5. stirringby stirring overnight
  6. filtrationcollected by filtration
  7. customdried

Sources & evidence

ORD record
ord-5861c4af42764236a151dec7c8eb75f3
Source dataset
uspto-grants-1995_01
Patent number
US05382664

Reaction notes

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