Lithium hydroxide, monohydrate → 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid

HRID 402449Notes

Reaction equation

HRID 402449 reaction equation
O.[OH-].[Li+].C([O:6][C:7]([C:9]1[N:10]=[N:11][C:12]([O:15][CH2:16][C:17]2[N:18]([C:23]3[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=3)[N:19]=[N:20][C:21]=2[CH3:22])=[CH:13][CH:14]=1)=[O:8])C>O.C1COCC1>[F:29][C:26]1[CH:25]=[CH:24][C:23]([N:18]2[C:17]([CH2:16][O:15][C:12]3[N:11]=[N:10][C:9]([C:7]([OH:8])=[O:6])=[CH:14][CH:13]=3)=[C:21]([CH3:22])[N:20]=[N:19]2)=[CH:28][CH:27]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 573356996-[3-(4-Fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester

Product 1

HCID 674982766-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acidYield 99.4%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide monohydrate (163 mg, 3.88 mmol) in water (7 mL) was added dropwise to a suspension of 6-[3-(4-fluoro-phenyl)-5-methyl-3H-[1,2,3]triazol-4-ylmethoxy]-pyridazine-3-carboxylic acid ethyl ester (694 mg, 1.94 mmol) in THF (7 mL). The reaction mixture was then stirred at room temperature for 30 min and was then evaporated and the residue dissolved in water, acidified with HCl (1N), and the resulting precipitate filtered off to afford the title product (635 mg, 99%) as a white solid. MS: m/e=328.3 [M−H]−.

Workup

  1. customwas then evaporated
  2. dissolutionthe residue dissolved in water
  3. filtrationthe resulting precipitate filtered off

Sources & evidence

ORD record
ord-73091c1fe7bc433f931cf90731fccb30
Source dataset
uspto-grants-2014_06
Patent number
US08742097B2

Reaction notes

Loading…