HCID 90018158, compound → HCID 72705093, compound

HRID 1054991Notes

Reaction equation

HRID 1054991 reaction equation
[CH3:1][C:2]1[N:7]2[N:8]=[C:9](/[CH:11]=[CH:12]/[C:13]3[N:17]([CH3:18])[N:16]=[C:15]([N:19]4[CH2:23][CH2:22][CH2:21][CH:20]4[CH3:24])[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:25])=[N:4][CH:3]=1>[Pd].CO>[CH3:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:11][CH2:12][C:13]3[N:17]([CH3:18])[N:16]=[C:15]([N:19]4[CH2:23][CH2:22][CH2:21][CH:20]4[CH3:24])[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:25])=[N:4][CH:3]=1

Participants

4

Reactant 1

HCID 90018158HCID 90018158, compound

Product 1

HCID 72705093HCID 72705093, compoundYield 97.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of (E)-5,8-dimethyl-2-(2-(1-methyl-3-(2-methylpyrrolidin-1-yl)-1H-1,2,4-triazol-5-yl)vinyl)-[1,2,4]triazolo[1,5-a]pyrazine (50 mg, 148 μmol, Eq: 1.00) and palladium on carbon 10% (31.4 mg, 29.5 μmol, Eq: 0.2) in methanol (20 ml) was stirred for 5 hours at 25° C. under hydrogen atmosphere. The catalyst was filtered off, the filtrate was evaporated affording 5,8-dimethyl-2-{2-[2-methyl-5-(2-methyl-pyrrolidin-1-yl)-2H-[1,2,4]triazol-3-yl]-ethyl}-[1,2,4]triazolo[1,5-a]pyrazine (49 mg, 97.4%) as a colorless viscous oil. MS: m/z=341.5

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-976b24036f7a4eae8400f3107adced2c
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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