HCID 13773044, compound → HCID 13773037, compound

HRID 980196Notes

Reaction equation

HRID 980196 reaction equation
[F:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([F:11])[C:3]=1[C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1>C(O)C.[Ni]>[NH2:8][C:7]1[C:2]([F:1])=[C:3]([C:12]2[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=2)[C:4]([F:11])=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 13773044HCID 13773044, compound

Product 1

HCID 13773037HCID 13773037, compoundYield 68%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 702EthanolSolvent

Procedure

A solution of 4-(2,6-difluoro-3-nitrophenyl)pyridine (10.9 g) in ethanol (500 ml) was hydrogenated (50 p.s.i.) for 1 hour over 15 g of Raney Nickel. The reaction mixture was then filtered through diatomaceus earth and the filtrate was evaporated in vacuo to give the product as a white solid of m.p. 190°-192° C. (6.6 g, 68% yield). NMR (DMSO d6, 250 MHz): 8.7 (m, 2H), 7.5 (m, 2H), 6.95 (m, 2H).

Workup

  1. customfor 1 hour
  2. filtrationThe reaction mixture was then filtered through diatomaceus earth
  3. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-a1f71a17f0e14756a4a79b4f2137c062
Source dataset
uspto-grants-1987_01
Patent number
US04636506

Reaction notes

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