Lithium hydroxide, monohydrate → HCID 67956048, compound

HRID 1258917Notes

Reaction equation

HRID 1258917 reaction equation
O.[OH-].[Li+].[F:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([C:16]3[N:17]=[CH:18][N:19]([C:21]4[CH:30]=[CH:29][C:24]([C:25]([O:27]C)=[O:26])=[CH:23][N:22]=4)[CH:20]=3)=[C:14]([CH3:31])[N:13]=[N:12]2)=[CH:7][CH:6]=1>O.C1COCC1.CO>[F:4][C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([C:16]3[N:17]=[CH:18][N:19]([C:21]4[CH:30]=[CH:29][C:24]([C:25]([OH:27])=[O:26])=[CH:23][N:22]=4)[CH:20]=3)=[C:14]([CH3:31])[N:13]=[N:12]2)=[CH:7][CH:6]=1

Participants

6

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 57377473HCID 57377473, compound

Product 1

HCID 67956048HCID 67956048, compoundYield 92%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of lithium hydroxide monohydrate (62 mg, 1.46 mmol) in water (2.8 mL) was added dropwise to a suspension of methyl 6-(4-(1-(4-fluorophenyl)-4-methyl-1H-1,2,3-triazol-5-yl)-1H-imidazol-1-yl)nicotinate (277 mg, 0.732 mmol) in THF (4.8 mL) and methanol (1 mL). The reaction mixture was then stirred at room temperature for 1 h and was then evaporated and the residue dissolved in water, acidified with HCl (1 N), and the resulting precipitate filtered off to afford the title product (245 mg, 92%) as a light brown solid. MS: m/e=363.2 [M−H]−.

Workup

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

Sources & evidence

ORD record
ord-7429112773c644a1a8c6ba7aef65e7b3
Source dataset
uspto-grants-2013_06
Patent number
US08466181B2

Reaction notes

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