Hydrochloric Acid → 3-{4-[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-5,6,7,8-tetrahydro-naphthalen-1-yl}-propionic Acid

HRID 1726990Notes

Reaction equation

HRID 1726990 reaction equation
C([O:3][C:4](=[O:36])[CH2:5][CH2:6][C:7]1[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]=2[C:10]([O:17][CH2:18][C:19]2[C:20]([CH3:35])=[N:21][C:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[CH:23][CH:24]=2)=[CH:9][CH:8]=1)C.[OH-].[Li+].Cl>C(O)C>[CH3:35][C:20]1[C:19]([CH2:18][O:17][C:10]2[C:11]3[CH2:12][CH2:13][CH2:14][CH2:15][C:16]=3[C:7]([CH2:6][CH2:5][C:4]([OH:36])=[O:3])=[CH:8][CH:9]=2)=[CH:24][CH:23]=[C:22]([C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:33])([F:34])[F:32])=[CH:27][CH:26]=2)[N:21]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 690356853-{4-[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-5,6,7,8-tetrahydro-naphthalen-1-yl}-propionic Acid Ethyl Ester

Product 1

HCID 111556143-{4-[2-Methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-5,6,7,8-tetrahydro-naphthalen-1-yl}-propionic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

160 mg (0.32 mmol) of the above prepared 3-{4-[2-methyl-6-(4-trifluoromethyl-phenyl)-pyridin-3-ylmethoxy]-5,6,7,8-tetrahydro-naphthalen-1-yl}-propionic acid ethyl ester was dissolved in 5 ml of ethanol; 1.0 ml of 2N aqueous lithium hydroxide solution was added and the solution was heated to reflux for 1 hour. Then, the solution was cooled to room temperature and 1.0 ml of 2N aqueous hydrochloric acid was added. The white precipitated solid was filtered off, washed with water, and dried. 140 mg of the title product was thereby obtained as off-white solid.

Workup

  1. temperaturethe solution was heated
  2. temperatureto reflux for 1 hour
  3. customThe white precipitated solid
  4. filtrationwas filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d544a446e087476e885abba954f7e791
Source dataset
uspto-grants-2009_02
Patent number
US07495001B2

Reaction notes

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