Methanol → 5-[3-(R)-fluoroheptyloxy]-2-(4-hydroxyphenyl)pyrimidine

HRID 485994Notes

Reaction equation

HRID 485994 reaction equation
[F:1][C@H:2]([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:3][CH2:4][O:5][C:6]1[CH:7]=[N:8][C:9]([C:12]2[CH:17]=[CH:16][C:15]([O:18]CC3C=CC=CC=3)=[CH:14][CH:13]=2)=[N:10][CH:11]=1.CO.[H][H]>O1CCCC1>[F:1][C@H:2]([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:3][CH2:4][O:5][C:6]1[CH:11]=[N:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=2)=[N:8][CH:7]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 228505975-[3-(R)-fluoroheptyloxy]-2-(4-benzyloxyphenyl)pyrimidineHCID 178418361HCID 178418361, compound

Product 1

HCID 1363783725-[3-(R)-fluoroheptyloxy]-2-(4-hydroxyphenyl)pyrimidineYield 102%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 1.41 g of 5-[3-(R)-fluoroheptyloxy]-2-(4-benzyloxyphenyl)pyrimidine, 0.22 g of 10palladium-on-carbon, 14 ml of methanol, and 14 ml of tetrahydrofuran (THF) was kept at 30° C., and hydrogen gas was blown thereinto over 6 hours with stirring. The catalyst was removed by filtration, and the solvent was removed by distillation to obtain 1.11 g of 5-[3-(R)-fluoroheptyloxy]-2-(4-hydroxyphenyl)pyrimidine.

Workup

  1. customwas kept at 30° C.
  2. customThe catalyst was removed by filtration
  3. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-4e601c077c634208a8552f3a2a48a370
Source dataset
uspto-grants-1994_03
Patent number
US05290477

Reaction notes

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