Lithium Hydroxide → HCID 21935811, compound

HRID 1242466Notes

Reaction equation

HRID 1242466 reaction equation
C([O:3][C:4](=[O:36])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]2[C:18]([CH:33]3[CH2:35][CH2:34]3)=[N:19][C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)=[N:21][CH:22]=2)=[CH:11][CH:10]=1)([CH3:7])[CH3:6])C.[Li+].[OH-]>O1CCCC1.CCOCC>[CH:33]1([C:18]2[C:17]([CH2:16][O:15][C:12]3[CH:13]=[CH:14][C:9]([O:8][C:5]([CH3:7])([CH3:6])[C:4]([OH:36])=[O:3])=[CH:10][CH:11]=3)=[CH:22][N:21]=[C:20]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:31])([F:32])[F:30])=[CH:25][CH:24]=3)[N:19]=2)[CH2:35][CH2:34]1

Participants

5

Reactant 2

HCID 3939Lithium HydroxideHCID 670723982-{4-[4-Cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-phenoxy}-2-methyl-propionic acid ethyl ester

Product 1

HCID 21935811HCID 21935811, compoundYield 93.6%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8028TetrahydrofuranSolvent

Procedure

445 mg (0.889 mmol) of 2-{4-[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-phenoxy}-2-methyl-propionic acid ethyl ester and 2.7 ml 1N LiOH in 5 ml tetrahydrofurane were stirred at 50° C. over night. The reaction mixture was taken up in ether and washed with 1N HCl and water. The crude product was suspended with AcOEt/heptane 1:19. The resulting crystals were filtered off providing 393 mg pure 2-{4-[4-cyclopropyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-phenoxy}-2-methyl-propionic acid.

Workup

  1. washwashed with 1N HCl and water
  2. filtrationThe resulting crystals were filtered off

Sources & evidence

ORD record
ord-247dfbfd64054441bb815dee5a02518b
Source dataset
uspto-grants-2006_10
Patent number
US07115611B2

Reaction notes

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