HCID 67262199, compound → HCID 67257699, compound

HRID 1845863Notes

Reaction equation

HRID 1845863 reaction equation
C(OC([NH:11][C:12]1[N:17]=[C:16]([CH:18]([OH:23])[C:19]([F:22])([F:21])[F:20])[CH:15]=[CH:14][N:13]=1)=O)C1C=CC=CC=1>C(O)C.O1CCCC1.[Pd]>[NH2:11][C:12]1[N:17]=[C:16]([CH:18]([OH:23])[C:19]([F:22])([F:20])[F:21])[CH:15]=[CH:14][N:13]=1

Participants

4

Reactant 1

HCID 67262199HCID 67262199, compound

Product 1

HCID 67257699HCID 67257699, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

To a solution of 1-[2-(N-benzyloxycarbonylamino)pyrimidin-4-yl]-2,2,2-trifluoroethanol (9a) in ethanol-tetrahydrofuran (1:1) (500 mL) under nitrogen-atmosphere was added palladium on carbon (785 mg). The mixture was put under a hydrogen atmosphere (balloon) and stirred at room temperature. After 45 minutes the reaction mixture was filtered through celite and concentrated under vacuum and purified by flash chromatography (dichloromethane/methanol 99:1 to 95:5) to give the title compound (1.52 g).

Workup

  1. filtrationAfter 45 minutes the reaction mixture was filtered through celite
  2. concentrationconcentrated under vacuum
  3. custompurified by flash chromatography (dichloromethane/methanol 99:1 to 95:5)

Sources & evidence

ORD record
ord-aa3011f24ad9408a8814b9016e1081b0
Source dataset
uspto-grants-2015_02
Patent number
US08952001B2

Reaction notes

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