Hydrogen chloride-ethyl acetate → HCID 67372557, compound

HRID 1677074Notes

Reaction equation

HRID 1677074 reaction equation
[ClH:1].C(OCC)(=O)C.C(OC([N:15]1[C@@H:19]([C@@H:20]([OH:22])[CH3:21])[CH2:18][CH2:17][C@H:16]1[C:23]1[CH:28]=[CH:27][C:26](F)=[CH:25][CH:24]=1)=O)(C)(C)C>C(OCC)(=O)C>[Cl:1][C:26]1[CH:27]=[CH:28][C:23]([C@H:16]2[NH:15][C@@H:19]([C@@H:20]([OH:22])[CH3:21])[CH2:18][CH2:17]2)=[CH:24][CH:25]=1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 67371711HCID 67371711, compound

Product 1

HCID 67372557HCID 67372557, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4 N hydrochloric acid/ethyl acetate (7.5 mL) was added to an ethyl acetate (7.5 mL) solution of (2S,5R)-2-(4-fluorophenyl)-5-((S)-1-hydroxyethyl)-pyrrolidine-1-carboxylic acid t-butyl ester (850 mg, high polarity compound). Stirring was continued for 3 hours at room temperature. The solvent was removed under a vacuum, and sodium bicarbonate aqueous solution was added, and the resultant was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed under a vacuum, and the title compound (580 mg) was obtained. The physical property values are as follows.

Workup

  1. customThe solvent was removed under a vacuum, and sodium bicarbonate aqueous solution
  2. additionwas added
  3. extractionthe resultant was extracted with chloroform
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customthe solvent was removed under a vacuum

Sources & evidence

ORD record
ord-6a50376d186842b7a879208e12adab4b
Source dataset
uspto-grants-2011_08
Patent number
US08008293B2

Reaction notes

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