Tetrahydrofuran → HCID 178437791, compound

HRID 530987Notes

Reaction equation

HRID 530987 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][CH3:24])[N:10]=1)C1C=CC=CC=1.C1COCC1.[H][H]>[C].[Pd].C(O)C>[CH2:23]([C:11]1[C:12]([C:19]([O:21][CH3:22])=[O:20])=[CH:13][C:14]([C:15]([O:17][CH3:18])=[O:16])=[C:9]([OH:8])[N:10]=1)[CH3:24]

Participants

6

Reactant 3

HCID 8028TetrahydrofuranHCID 117992521HCID 117992521, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178437791HCID 178437791, compoundYield 72.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of dimethyl 2-(benzyloxy)-6-ethylpyridine-3,5-dicarboxylate (2.37 g), 10% palladium carbon (containing 55% water, 2.00 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 (1.25 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-c84d107183be4a5f80d03d3dcf30828d
Source dataset
uspto-grants-2016_05
Patent number
US09353108B2

Reaction notes

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