HCID 67655264, compound → HCID 18975315, compound

HRID 2393437Notes

Reaction equation

HRID 2393437 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH:5]=[CH:6][C:7]1[C:15]2[C:10](=[CH:11][N:12]=[C:13]([N:16]3[CH:20]=[N:19][CH:18]=[N:17]3)[CH:14]=2)[NH:9][CH:8]=1)[CH3:2].[H][H]>[Pd].CO>[N:16]1([C:13]2[CH:14]=[C:15]3[C:7]([CH2:6][CH2:5][C:4]([O:3][CH2:1][CH3:2])=[O:21])=[CH:8][NH:9][C:10]3=[CH:11][N:12]=2)[CH:20]=[N:19][CH:18]=[N:17]1

Participants

5

Reactant 2

HCID 67655264HCID 67655264, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18975315HCID 18975315, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Ethyl-3-(5-(1,2,4-triazol-1-yl)-1H-pyrrolo[2,3-c]pyridin-3-yl)prop-2-enoate (0.5 g, 1.8 mmol) was hydrogenated over palladium on carbon (10%, 0.2 g) in methanol (75 mL) at 45 psi of hydrogen for 90 min. The catalyst was removed by filtration and the solvent evaporated in vacuo to give the title compound (0.455 g, 90%) as a colourless solid. mp 129°-131° C. 1H NMR (360 MHz, CDCl3) δ 1.24 (3H, t, J=7.1Hz), 2.72 (2H, t, J=7.4Hz), 3.13 (2H, t, J=7.4Hz), 4.14 (2H, q, J=7.1Hz), 7.31 (1H, d, J=2.3Hz), 8.08 (1H, s), 8.11 (1H, s), 8.54-8.60 (2H, m) and 9.15 (1H, s).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-a560bd947c584af8ae2812c10d9adec7
Source dataset
uspto-grants-1998_09
Patent number
US05807857

Reaction notes

Loading…