Acetic Acid → 4-[2-(6-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-6-methoxy-5-propyl-pyrimidine

HRID 965692Notes

Reaction equation

HRID 965692 reaction equation
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([CH2:8][N:9]2[CH:13]=[CH:12][N:11]=[C:10]2[C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[N:15]=2)[C:3]=1[CH2:21][CH2:22][CH3:23].C[O-].[Na+].[C:27](O)(=[O:29])C>CO>[F:20][C:16]1[N:15]=[C:14]([C:10]2[N:9]([CH2:8][C:4]3[C:3]([CH2:21][CH2:22][CH3:23])=[C:2]([O:29][CH3:27])[N:7]=[CH:6][N:5]=3)[CH:13]=[CH:12][N:11]=2)[CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 10942334Sodium MethoxideHCID 223131636-Chloro-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine

Product 1

HCID 103817794-[2-(6-Fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-6-methoxy-5-propyl-pyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 6-chloro-4-[2-(6-fluoro-pyridin-2-yl)-imidazol-1-ylmethyl]-5-propyl-pyrimidine (0.23 mmol), sodium methoxide (0.46 mmol) in methanol (5 mL) is stirred at ROOM TEMPERATURE under N2 overnight. Acetic acid (0.23 mmol) is added, followed by water/acetic acetate work-up. On drying, the solvent is removed in vacuo. Preparative TLC separation gives the title compound. LC-MS (M+1) 328.2 (retention time: 1.01 min).

Workup

  1. customOn drying
  2. customthe solvent is removed in vacuo
  3. customPreparative TLC separation

Sources & evidence

ORD record
ord-feb312124c38452eaaa9f18007ce9137
Source dataset
uspto-grants-2005_10
Patent number
US06951864B2

Reaction notes

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