Sodium Methoxide → HCID 59924768, compound

HRID 2300843Notes

Reaction equation

HRID 2300843 reaction equation
[C:1]1([C@@H:7]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[N:18]=[CH:17]3)[CH:13]=[C:12](Cl)[N:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:26][O-:27].[Na+]>CO>[C:1]1([C@@H:7]([NH:9][C:10]2[N:15]=[C:14]([N:16]3[C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[N:18]=[CH:17]3)[CH:13]=[C:12]([O:27][CH3:26])[N:11]=2)[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 86758759HCID 86758759, compound

Product 1

HCID 59924768HCID 59924768, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of 2-[(S)-1-phenylethylamino]-4-[benzimidazol-1-yl]-6-chloropyrimidine (EXAMPLE 306 Step B) (34.5 mg, 0.098 mmol) in methanol (1 mL) was added sodium methoxide (56 μL, 25 wt. % in MeOH) dropwise. The mixture was heated at 60° C. for 2 h (the mixture became homogeneous), then was cooled and the solvent was removed under reduced pressure. The crude mixture was purified by flash chromatography using 1:4 EtOAc:hexane system to give 26 mg of the title compound. Mass spectrum 346.0 (CI, M+1).

Workup

  1. temperaturethen was cooled
  2. customthe solvent was removed under reduced pressure
  3. customThe crude mixture was purified by flash chromatography

Sources & evidence

ORD record
ord-f17e9bfc623949a3bd957cd91d1d564a
Source dataset
uspto-grants-2002_12
Patent number
US06498165B1

Reaction notes

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