Methanol → HCID 131725844, compound

HRID 1790725Notes

Reaction equation

HRID 1790725 reaction equation
Cl[C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])=[C:6]([N:16]2[CH2:21][CH2:20]C(C)CC2)[N:5]2[N:23]=[CH:24][N:25]=[C:4]2[N:3]=1.[CH3:26][O-:27].[Na+].[CH3:29]O>>[CH3:26][O:27][C:2]1[C:7]([C:8]2[C:13]([F:14])=[CH:12][CH:11]=[CH:10][C:9]=2[Cl:15])=[C:6]([NH:16][CH:21]([CH3:20])[CH3:29])[N:5]2[N:23]=[CH:24][N:25]=[C:4]2[N:3]=1

Participants

4

Reactant 3

HCID 887Methanol2×HCID 9951794HCID 9951794, compoundHCID 10942334Sodium Methoxide

Product 1

HCID 131725844HCID 131725844, compound

Procedure

To a solution of 65 mmol 5-chloro-6-(2-chloro-6-fluorophenyl)-7-(4-methylpiperidin-1-yl)-[1,2,4]-triazolo[1,5-α]pyrimidine [cf. EP-A 550 113] in dry methanol 71.5 mmol of a 30% solution of sodium methanolate were added at 20 to 25° C. After having stirred this mixture for about 16 hours at this temperature methanol ws evaporated nad the residue was dissolved with dichloromethane. The organic phase was separated, washed with water, dried and filtered. Distillative removal of the solvent from the filtrate and chromatography over silica gel gave 4.2 g of the title compound of mp. 182° C.

Workup

  1. customws evaporated
  2. dissolutionwas dissolved with dichloromethane
  3. customThe organic phase was separated
  4. washwashed with water
  5. customdried
  6. filtrationfiltered
  7. customDistillative removal of the solvent from the filtrate and chromatography over silica gel

Sources & evidence

ORD record
ord-e3b0a9e08bad46409dd0b43d168b1203
Source dataset
uspto-grants-2006_07
Patent number
US07071334B2

Reaction notes

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