HCID 90016904, compound → HCID 72705286, compound

HRID 1054993Notes

Reaction equation

HRID 1054993 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]([CH2:22][CH3:23])[CH2:20][CH3:21])[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:24])=[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]([CH2:22][CH3:23])[CH2:20][CH3:21])[N:14]=3)[N:10]=[C:6]2[C:5]([CH3:24])=[N:4][CH:3]=1

Participants

4

Reactant 1

HCID 90016904HCID 90016904, compound

Product 1

HCID 72705286HCID 72705286, compoundYield 99.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of (E)-5-(2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)vinyl)-N,N-diethyl-1-methyl-1H-1,2,4-triazol-3-amine (62 mg, 190 μmol, Eq: 1.00) and palladium on carbon 10% (10.1 mg, 9.5 μmol, Eq: 0.05) in methanol (15 ml) was stirred for 5 hours at 25° C. under hydrogen atmosphere. The catalyst was filtered off, the filtrate was evaporated affording {5-[2-(5,8-dimethyl-[1,2,4]triazolo[1,5-a]pyrazin-2-yl)-ethyl]-1-methyl-1H-[1,2,4]triazol-3-yl}-diethyl-amine (62 mg, 99.4%) as a light yellow viscous oil. MS: m/z=329.5 (M+H+)

Workup

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

Sources & evidence

ORD record
ord-e5c378eebb0c47ecbd07888bf528b51b
Source dataset
uspto-grants-2016_07
Patent number
US09394311B2

Reaction notes

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