Hydrochloric Acid → HCID 9855818, compound

HRID 983682Notes

Reaction equation

HRID 983682 reaction equation
COC([NH:5][CH2:6][C@@:7]1([CH2:13][C:14]([OH:16])=[O:15])[CH2:11][CH2:10][C@@H:9]([CH3:12])[CH2:8]1)=O.[ClH:17]>O1CCOCC1.O>[ClH:17].[NH2:5][CH2:6][C@@:7]1([CH2:13][C:14]([OH:16])=[O:15])[CH2:11][CH2:10][C@@H:9]([CH3:12])[CH2:8]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 9813358HCID 9813358, compound

Product 1

HCID 9855818HCID 9855818, compoundYield 59%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

[(1S,3R)-1-(Methoxycarbonylamino-methyl)-3-methyl-cyclopentyl]-acetic acid (0.32 g, 1.4 mmol) was refluxed in a mixture of 1,4-dioxane (3 mL) and 6N Hydrochloric acid (8 mL) for 4 hours. The mixture was allowed to cool, diluted with water (200 mL), and washed with dichloromethane (2×200 mL). The aqueous layer was evaporated under reduced pressure, and the residue was recrystallized from ethyl acetate/methanol to give 0.17 g (59%) of ((1S,3R)-1-aminomethyl-3-methyl-cyclopentyl)-acetic acid hydrochloride;

Workup

  1. temperatureto cool
  2. washwashed with dichloromethane (2×200 mL)
  3. customThe aqueous layer was evaporated under reduced pressure
  4. customthe residue was recrystallized from ethyl acetate/methanol

Sources & evidence

ORD record
ord-eebc8387b50b49828499793ed285f2cc
Source dataset
uspto-grants-2005_03
Patent number
US06864390B2

Reaction notes

Loading…