HCID 10446445, compound → HCID 9994098, compound

HRID 1030631Notes

Reaction equation

HRID 1030631 reaction equation
[C:1]([C:3]([NH:11][C:12](=[O:21])[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=1)([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1)[CH3:4])#[N:2]>N.[Ni]>[NH2:2][CH2:1][C:3]([NH:11][C:12](=[O:21])[C:13]1[CH:14]=[CH:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=1)([CH3:4])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1

Participants

4

Reactant 1

HCID 10446445HCID 10446445, compound

Product 1

HCID 9994098HCID 9994098, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Conditions

Temperature
40 °C

Procedure

N-[-1-cyano-1-(2-pyridinyl)ehtyl]-4-methoxy-benzamide (4.7 g, 0.0167 mole) was dissolved in 100 mL methanolic ammonia and treated with 1.5 g Raney nickel under 50 psi and warmed to 40° C. for 10 hours. The mixture was filtered and the supernate concentrated in vacuo to yield a pale green oil. The crude product (2.3 g) was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe supernate concentrated in vacuo
  3. customto yield a pale green oil
  4. customThe crude product (2.3 g) was used in the next step without further purification

Sources & evidence

ORD record
ord-12229ee042cf455194edb6182711f7b8
Source dataset
uspto-grants-1992_04
Patent number
US05106873

Reaction notes

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