Methanol → HCID 67339395, compound

HRID 1675168Notes

Reaction equation

HRID 1675168 reaction equation
O.[OH-].[Li+].[OH:4][C:5]1([C:24]2[CH:34]=[CH:33][C:27]([O:28][CH2:29][C:30]([O-:32])=[O:31])=[CH:26][CH:25]=2)[CH2:10][CH2:9][N:8]([C:11]2[CH:12]=[CH:13][C:14]3[N:15]([C:17]([C:20]([F:23])([F:22])[F:21])=[N:18][N:19]=3)[N:16]=2)[CH2:7][CH2:6]1.O.CO>C1COCC1>[OH:4][C:5]1([C:24]2[CH:34]=[CH:33][C:27]([O:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:26][CH:25]=2)[CH2:6][CH2:7][N:8]([C:11]2[CH:12]=[CH:13][C:14]3[N:15]([C:17]([C:20]([F:23])([F:22])[F:21])=[N:18][N:19]=3)[N:16]=2)[CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 168937Lithium hydroxide, monohydrateHCID 86638085HCID 86638085, compound

Product 1

HCID 67339395HCID 67339395, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Lithium hydroxide monohydrate (177 mg, 4.21 mmol) was added to 2-[4-[4-hydroxy-1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]phenoxy]acetate (380 mg, 0.84 mmol) in a mixture of THF (7 mL), water (3.5 mL) and MeOH (3.5 mL). The resulting mixture was stirred at ambient temperature for 16 hours. The solvents were evaporated, then the residues were suspended in water and acidified to pH 4 with 1M citric acid. The resulting precipitate was collected by filtration, washed with water and dried to afford 2-[4-[4-hydroxy-1-[3-(trifluoromethyl)-[1,2,4]triazolo[4,3-b]pyridazin-6-yl]piperidin-4-yl]phenoxy]acetic acid (297 mg, 81%) as a white solid.

Workup

  1. customThe solvents were evaporated
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-5dd2975fa21940e3b1e45bdc62bd1c3a
Source dataset
uspto-grants-2011_08
Patent number
US08003649B2

Reaction notes

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