Hydrochloric Acid → 870562-26-8

HRID 348119Notes

Reaction equation

HRID 348119 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-f1b8c225ae6c4e84949aebed5ddda1ca
Source dataset
uspto-grants-2007_02
Patent number
US07176196B2

Reaction notes

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