(2E)-3-(1,6-Naphthyridin-2-yl)-2-propenoic acid → HCID 70115147, compound

HRID 868975Notes

Reaction equation

HRID 868975 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1/[CH:11]=[CH:12]/[C:13]([OH:15])=[O:14]>[OH-].[Na+].[Pd]>[N:1]1[C:10]2[C:5](=[CH:6][N:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][CH2:12][C:13]([OH:15])=[O:14]

Participants

4

Reactant 1

HCID 70648790(2E)-3-(1,6-Naphthyridin-2-yl)-2-propenoic acid

Product 1

HCID 70115147HCID 70115147, compoundYield 72.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 14798Sodium HydroxideSolvent

Procedure

A mixture of (E)-3-(1,6-naphthyridin-2-yl)acrylic acid (300 mg, 1.50 mmol) and Pd/C (30 mg, 10%) in 1 N sodium hydroxide aqueous solution (8 mL) was stirred under H2 for 8 h at room temperature, and then filtered. The solution was acidified to pH 4 with 1 N aqueous hydrogen chloride solution. The precipitate was collected by filtration and dried in vacuum to give 220 mg of the product as a yellow solid. MS (ESI): m/z 203.1 [M+H]+.

Workup

  1. filtrationfiltered
  2. filtrationThe precipitate was collected by filtration
  3. customdried in vacuum

Sources & evidence

ORD record
ord-c0189524b4e3481cbd6e2dbbf1db9079
Source dataset
uspto-grants-2015_03
Patent number
US08969349B2

Reaction notes

Loading…