HCID 54120432, compound → HCID 23365300, compound

HRID 358982Notes

Reaction equation

HRID 358982 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)=[CH:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][N:12]=2)=[CH:5][CH:4]=1)#[N:2]>C(OCC)(=O)C.[Pd]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH:9]([CH2:19][N:20]2[CH:24]=[N:23][CH:22]=[N:21]2)[CH2:10][C:11]2[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][N:12]=2)=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 1

HCID 54120432HCID 54120432, compound

Product 1

HCID 23365300HCID 23365300, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 6-[-2-(4-cyanophenyl)-3-(1,2,4-triazol- 1-yl)prop-1-enyl]nicotinonitrile (0.2 g) and 10% by weight palladium-on-carbon (0.1 g) in ethyl acetate (20 ml) was stirred rapidly under an atmosphere of hydrogen at atmospheric pressure for 1 h. The mixture was filtered and the filtrate was evaporated to dryness. The residue was triturated with diethyl ether to give a white solid, which was filtered off, washed with more ether (10 ml) and dried to give 6-[-2-(4-cyanophenyl)-3-(1,2,4-triazol-1-yl)propyl]nicotinonitrile, m.p. 98°.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate was evaporated to dryness
  3. customThe residue was triturated with diethyl ether
  4. customto give a white solid, which
  5. filtrationwas filtered off
  6. washwashed with more ether (10 ml)
  7. customdried

Sources & evidence

ORD record
ord-4c13c88774624271b67985d0dc8c6f7b
Source dataset
uspto-grants-1991_03
Patent number
US04999364

Reaction notes

Loading…