Hydrogen chloride-ethyl acetate → HCID 86756664, compound

HRID 1976258Notes

Reaction equation

HRID 1976258 reaction equation
[OH:1][C@@H:2]1[CH2:11][N:10]2[C@@H:4]([CH2:5][N:6]([C:16](=[O:38])[C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:37])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:19][CH:18]=3)[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9]2)[CH2:3]1.[ClH:39].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:39].[OH:1][C@@H:2]1[CH2:11][N:10]2[C@@H:4]([CH2:5][N:6]([C:16](=[O:38])[C:17]3[CH:22]=[CH:21][C:20]([NH:23][C:24](=[O:37])[C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=4[C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)=[CH:19][CH:18]=3)[C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[CH2:9]2)[CH2:3]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59954339HCID 59954339, compound

Product 1

HCID 86756664HCID 86756664, compoundYield 33.2%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The same procedures used in Example 7 were repeated using (2S, 11aR)-2-acetoxy-10-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine obtained in Example 46 to give (2S, 11aR)-2-hydroxy-10-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine. The resulting (2S, 11aR)-2-hydroxy-10-[4-[(2-phenylbenzoyl)amino]benzoyl]-1,2,3,10,11,11a-hexahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine was dissolved in ethyl acetate, followed by addition of a 4N hydrochloric acid-ethyl acetate solution thereto, removal of the resulting precipitates through filtration and washing them with a small amount of ethyl acetate to give the title compound. Yield 33.2%.

Workup

  1. customremoval of the resulting
  2. customprecipitates through filtration
  3. washwashing them with a small amount of ethyl acetate

Sources & evidence

ORD record
ord-3302a4eb70ff4b30bfa2f6b9aa9d0765
Source dataset
uspto-grants-2001_05
Patent number
US06225306B1

Reaction notes

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