Tetrahydrofuran → HCID 59717859, compound

HRID 2197635Notes

Reaction equation

HRID 2197635 reaction equation
[C:1]([CH2:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][N:12]=2)=[CH:6][CH:5]=1)#[N:2].O1CCCC1>[Ni].CO>[NH2:2][CH2:1][CH2:3][C:4]1[CH:5]=[CH:6][C:7]([NH:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([NH2:17])=[O:16])=[CH:13][N:12]=2)=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 8028TetrahydrofuranHCID 59717854HCID 59717854, compound

Product 1

HCID 59717859HCID 59717859, compoundYield 103.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Combine 6-(4-cyanomethyl-phenylamino)-nicotinamide (1.8 g), raney nickel (350 mg), tetrahydrofuran (50 mL), and methanol (100 mL) then hydrogenated at 60 PSIG at 40° C. overnight. Filter off catalyst then concentrate on a rotary evaporator to yield 6-[4-(2-amino-ethyl)-phenylamino]-nicotinamide (1.9 g).

Workup

  1. filtrationFilter off catalyst
  2. concentrationthen concentrate on a rotary evaporator

Sources & evidence

ORD record
ord-addd19940d4c42ea8234dde71d58262f
Source dataset
uspto-grants-2012_12
Patent number
US08338611B2

Reaction notes

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