HCID 90071562, compound → HCID 83891736, compound

HRID 1054989Notes

Reaction equation

HRID 1054989 reaction equation
[CH3:1][N:2]1[C:6](/[CH:7]=[CH:8]/[C:9]([O:11]CC2C=CC=CC=2)=[O:10])=[N:5][C:4]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[N:3]1>[Pd].O1CCOCC1>[CH3:1][N:2]1[C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[N:5][C:4]([N:19]2[CH2:23][CH2:22][CH2:21][CH2:20]2)=[N:3]1

Participants

4

Reactant 1

HCID 90071562HCID 90071562, compound

Product 1

HCID 83891736HCID 83891736, compoundYield 96.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 312751,4-DioxaneSolvent

Procedure

(E)-Benzyl 3-(1-methyl-3-(pyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)acrylate was stirred with palladium on carbon (10 wt %, 140 mg) in dioxane (60 ml) under hydrogen for 2 h. Additional palladium on carbon (10 wt %, 250 mg) was added and the mixture was stirred overnight under hydrogen. The mixture was filtered over Celite and concentrated to give the product (1.95 g, 96.7%) as a white solid. MS: m/z=225.2 (M+H+).

Workup

  1. filtrationThe mixture was filtered over Celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-8d700d95db4841b38891dd107fc4ebfe
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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