HCID 67960231, compound → HCID 178518455, compound

HRID 536173Notes

Reaction equation

HRID 536173 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18]3[C:23]([F:24])=[CH:22][N:21]=[C:20]([O:25]CC4C=CC=CC=4)[N:19]=3)=[CH:11][CH:10]=2)=[CH:4][C:3]=1[C:33]([F:36])([F:35])[F:34].[H][H]>CO.[Pd]>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:10]=[CH:11][C:12]([CH2:15][CH2:16][O:17][C:18]3[C:23]([F:24])=[CH:22][NH:21][C:20](=[O:25])[N:19]=3)=[CH:13][CH:14]=2)=[CH:4][C:3]=1[C:33]([F:35])([F:34])[F:36]

Participants

5

Reactant 2

HCID 67960231HCID 67960231, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178518455HCID 178518455, compoundYield 0.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 4-{[2-(4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}phenyl)ethyl]oxy}-5-fluoro-2-[(phenylmethyl)oxy]pyrimidine (240 mg, 0,463 mmol) in methanol (10 mL) was added wet Pd/C (24.61 mg, 0.023 mmol), the suspension was charged with hydrogen and stirred for 30 min, then filtrated. The solvent was removed in vacuum afforded title product (150 mg). LC-MS (ESI): m/z 429[M+H]+; 4.22 min (ret time).

Workup

  1. filtrationfiltrated
  2. customThe solvent was removed in vacuum

Sources & evidence

ORD record
ord-9b24c8a284ba43b4bbc0432b7ca9aab2
Source dataset
uspto-grants-2014_10
Patent number
US08859573B2

Reaction notes

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