Tetrahydrofuran → HCID 178440244, compound

HRID 531041Notes

Reaction equation

HRID 531041 reaction equation
C([O:8][C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][C:12]([C:19]([O:21][CH3:22])=[O:20])=[C:11]([CH2:23][CH2:24][CH3:25])[N:10]=1)C1C=CC=CC=1.C1COCC1.[H][H]>[C].[Pd].C(O)C>[OH:8][C:9]1[C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][C:12]([C:19]([O:21][CH3:22])=[O:20])=[C:11]([CH2:23][CH2:24][CH3:25])[N:10]=1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 117992491HCID 117992491, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178440244HCID 178440244, compoundYield 89.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of dimethyl 2-(benzyloxy)-6-propylpyridine-3,5-dicarboxylate (53.8 g), 10% palladium carbon (containing 55% water, 20 g), THF (50 mL), and ethanol (50 mL) was stirred at room temperature for 1 hour in a hydrogen atmosphere. The catalyst was filtered off, and then, the obtained filtrate was concentrated under reduced pressure. The obtained solid was washed with diethyl ether to obtain the title compound (35.4 g).

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe obtained filtrate was concentrated under reduced pressure
  3. washThe obtained solid was washed with diethyl ether

Sources & evidence

ORD record
ord-744786d1859f4c6ca8f9cac61059705b
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

Loading…