Sodium Methoxide → 4-Methoxy-7-(phenylmethyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

HRID 1272373Notes

Reaction equation

HRID 1272373 reaction equation
Cl[C:2]1[C:3]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][C:4]=2[N:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1.[CH3:23][O-:24].[Na+]>CO>[CH3:23][O:24][C:2]1[C:3]2[CH2:15][CH2:14][N:13]([CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH2:12][C:4]=2[N:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[N:7]=1

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 184565217-Benzyl-4-chloro-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-D]pyrimidine

Product 1

HCID 184565234-Methoxy-7-(phenylmethyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-Chloro-7-(phenylmethyl)-2-(trifluoromethyl)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine (98 mg, 0.30 mmol) and 1.5 mL of 0.5 M sodium methoxide in methanol was warmed to 60° C. overnight. The mixture was concentrated under nitrogen and partitioned between ether and water. The ether layer was washed with brine, dried and concentrated to give 94 mg of the title compound as a yellow oil. LC-MS 324.0 (M+1).

Workup

  1. concentrationThe mixture was concentrated under nitrogen
  2. custompartitioned between ether and water
  3. washThe ether layer was washed with brine
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-2bcd581ac89c4b4281c22d1df51bb57a
Source dataset
uspto-grants-2007_04
Patent number
US07208498B2

Reaction notes

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