Hydrochloric Acid → HCID 22691363, compound

HRID 1876284Notes

Reaction equation

HRID 1876284 reaction equation
Cl.C(OC([N:9]1[CH2:13][CH2:12][CH2:11][C@H:10]1[C:14](=[O:26])[NH:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)=O)(C)(C)C.C(OC)(C)(C)C>O1CCOCC1>[CH3:25][O:24][C:21]1[CH:22]=[CH:23][C:18]([CH2:17][CH2:16][NH:15][C:14]([C@@H:10]2[CH2:11][CH2:12][CH2:13][NH:9]2)=[O:26])=[CH:19][CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 15413tert-Butyl methyl etherHCID 36760427HCID 36760427, compound

Product 1

HCID 22691363HCID 22691363, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

4N HCl solution in 41 ml of dioxane is added to a fine suspension of 16.78 g of (S)-2-[2-(4-Methoxy-phenyl)-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester in 40 ml of dioxane. After stirring under poor cooling with an ice-bath for 2.5 hours, solvent is evaporated, the residue obtained is cooled over night at 0° and resulting crystals are stirred with 150 ml of tert-butylmethylether, filtered and dried to yield the title compound.

Workup

  1. temperatureunder poor cooling with an ice-bath for 2.5 hours
  2. customsolvent is evaporated
  3. customthe residue obtained
  4. temperatureis cooled over night at 0°
  5. customresulting crystals
  6. filtrationfiltered
  7. customdried

Sources & evidence

ORD record
ord-6beae03c261a473995f267f8038dde71
Source dataset
uspto-grants-2012_11
Patent number
US08309596B2

Reaction notes

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