Hydrochloric Acid → HCID 69491837, compound

HRID 1768147Notes

Reaction equation

HRID 1768147 reaction equation
C(OC(=O)[NH:7][C@H:8]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:15][CH:14]=2)[C:9]1=[O:27])(C)(C)C.[ClH:29]>O1CCOCC1>[ClH:29].[NH2:7][C@H:8]1[CH2:12][CH2:11][N:10]([C:13]2[CH:14]=[CH:15][C:16]([O:19][CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[CH:17][CH:18]=2)[C:9]1=[O:27]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 69491897HCID 69491897, compound

Product 1

HCID 69491837HCID 69491837, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
45 °C

Procedure

A solution of 137 mg (0.36 mmol) of (S)-[1-(4-benzyloxy-phenyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid tert-butyl ester in 2 ml of dioxane is treated with 0.3 ml of hydrochloric acid (37%). The solution is warmed to 45° C. for 1 h forming a white suspension. For the working-up, the reaction mixture is evaporated under reduced pressure and the solid residue is triturated with a small volume of methanol. After filtration and drying, 94 mg of (S)-3-amino-1-(4-benzyloxy-phenyl)-pyrrolidin-2-one hydrochloride (82% of theory) are obtained as a white solid. MS: m/e=283 (M+H)+.

Workup

  1. customforming a white suspension
  2. customthe reaction mixture is evaporated under reduced pressure
  3. customthe solid residue is triturated with a small volume of methanol
  4. filtrationAfter filtration
  5. customdrying

Sources & evidence

ORD record
ord-b4140c9a2987447b84dad65c57053fd6
Source dataset
uspto-grants-2007_06
Patent number
US07235581B2

Reaction notes

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