Hydrochloric Acid → HCID 67546159, compound

HRID 1253634Notes

Reaction equation

HRID 1253634 reaction equation
[ClH:1].[NH2:2][C@H:3]1[C:12]2[CH:11]=[C:10]([C:13]([OH:15])=[O:14])[C:9]([F:16])=[CH:8][C:7]=2[CH2:6][CH2:5][CH2:4]1.Cl.[CH3:18]O>>[ClH:1].[NH2:2][C@H:3]1[C:12]2[CH:11]=[C:10]([C:13]([O:15][CH3:18])=[O:14])[C:9]([F:16])=[CH:8][C:7]=2[CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 66700708HCID 66700708, compound

Product 1

HCID 67546159HCID 67546159, compoundYield 95%

Procedure

Step-1: (R)-8-Amino-3-fluoro-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid hydrochloride (commercially obtainable from NetChem Company (order no. 573545)) (2.035 mmol, 1 eq.) was added to a solution of HCl in methanol (1.25 M, 15 eq.) and the resulting mixture was heated to reflux for 16 h. The solvent was concentrated in vacuo, and the residue was dissolved in acetone (5 ml) and diethyl ether (30 ml) was added. The white solid was collected by filtration, washed with diethyl ether and dried in vacuo. Yield: 95%

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureto reflux for 16 h
  3. concentrationThe solvent was concentrated in vacuo
  4. dissolutionthe residue was dissolved in acetone (5 ml)
  5. additiondiethyl ether (30 ml) was added
  6. filtrationThe white solid was collected by filtration
  7. washwashed with diethyl ether
  8. customdried in vacuo

Sources & evidence

ORD record
ord-deccf4123a944d22a3d37d408af00876
Source dataset
uspto-grants-2013_06
Patent number
US08455475B2

Reaction notes

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