Hydrochloric Acid → 870562-26-8

HRID 1664119Notes

Reaction equation

HRID 1664119 reaction equation
[C:1]([C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([F:13])=[CH:5][CH:4]=1)#[N:2].[ClH:14]>C(O)C.[Pd]>[ClH:14].[F:13][C:6]1[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]([CH2:1][NH2:2])=[CH:4][CH:5]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 27367341-Cyano-4-fluoronaphthalene

Product 1

HCID 21069920870562-26-8Yield 44%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 1-cyano-4-fluoronapthalene (1.05 g, 6.12 mmol) and 1.5 mL of HCl (aq.) in absolute ethanol (50 mL) was stirred under a hydrogen atmosphere (balloon) with 10% palladium on carbon (0.20 g) for 16 hours. The catalyst was removed by filtration through Celite®, and the filtrate concentrated under vacuum. The resulting solid was triturated with ether and collected by filtration to give the title compound (0.575 g, 44% yield) as an off white solid.

Workup

  1. customThe catalyst was removed by filtration through Celite®
  2. concentrationthe filtrate concentrated under vacuum
  3. customThe resulting solid was triturated with ether
  4. filtrationcollected by filtration

Sources & evidence

ORD record
ord-58a07d8afd314eb8ad52cd16eec93d0c
Source dataset
uspto-grants-2011_10
Patent number
US08039458B2

Reaction notes

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