Hydrochloric Acid → HCID 86751419, compound

HRID 1489561Notes

Reaction equation

HRID 1489561 reaction equation
C([S:4][C@@H:5]([CH2:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[C:6]([NH:8][CH:9]1[CH:15]=[CH:14][C:13]2[CH:16]=[CH:17][C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[CH:19][C:12]=2[N:11]([CH2:26][C:27]([O:29]CC)=[O:28])[C:10]1=[O:32])=[O:7])(=O)C.C(O)C.[OH-].[Na+].Cl>O>[C:27]([CH2:26][N:11]1[C:12]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:17]=[CH:16][C:13]=2[CH:14]=[CH:15][CH:9]([NH:8][C:6](=[O:7])[C@@H:5]([SH:4])[CH2:33][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)[C:10]1=[O:32])([OH:29])=[O:28]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 86751420HCID 86751420, compound

Product 1

HCID 86751419HCID 86751419, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a mixture of 358 mg (0.657 mmol) of 3-[(S)-2-acetylthio-3-phenylpropionylamino]-1-ethoxycarbonylmethyl-8-phenyl-1H-[1]benzazepin-2-one obtained in the Example A-2 with 10 ml of degassed ethanol was added 3.3 ml of a degassed 1N aqueous solution of sodium hydroxide at 0° C. under a nitrogen atmosphere under stirring. The mixture thus obtained was stirred at room temperature for 2 hours and half. The reaction mixture was cooled and acidified with 1N hydrochloric acid and water was further added thereto. The white crystals thus precipitated were collected by filtration, washed with water and n-hexane and dried under reduced pressure. Thus, 267 mg of the title compound was obtained. Yield 86%.

Workup

  1. customThe mixture thus obtained
  2. stirringwas stirred at room temperature for 2 hours
  3. temperatureThe reaction mixture was cooled
  4. additionwas further added
  5. customThe white crystals thus precipitated
  6. filtrationwere collected by filtration
  7. washwashed with water and n-hexane
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-d69938b15cc9404598e2b255c908d35d
Source dataset
uspto-grants-1997_10
Patent number
US05679671

Reaction notes

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