Tetrahydrofuran → HCID 178498314, compound

HRID 530980Notes

Reaction equation

HRID 530980 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]([CH3:23])[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]([CH3:23])[N:10]=1

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 117992414HCID 117992414, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178498314HCID 178498314, compoundYield 48.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of dimethyl 2-(benzyloxy)-6-methylpyridine-3,5-dicarboxylate (14.4 g), 10% palladium carbon (containing 55% water, 9.00 g), THF (20 mL), and ethanol (20 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 ethyl acetate to obtain the title compound (4.96 g).

Workup

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

Sources & evidence

ORD record
ord-a575c5a64d7e4d93805591ece70ae804
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

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