HCID 118046270, compound → HCID 118046444, compound

HRID 595876Notes

Reaction equation

HRID 595876 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]([C:8]#[C:9][C:10]([O:12][CH3:13])=[O:11])=[N:6][CH:7]=1>CO.[Pd]>[NH2:1][C:2]1[N:3]=[CH:4][C:5]([CH2:8][CH2:9][C:10]([O:12][CH3:13])=[O:11])=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 118046270HCID 118046270, compound

Product 1

HCID 118046444HCID 118046444, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 3-(5-aminopyrazin-2-yl)propiolate (30 mg, 0.169 mmol) in MeOH (847 μL) was added Pd—C (36.0 mg, 0.034 mmol). The solution was degassed by N2 stream for 15 min. After flushed with hydrogen gas and equipped with a hydrogen balloon, the reaction mixture was stirred for 16 h. The reaction mixture was filtered through Celite. The volatile materials were removed in vacuo. The crude methyl 3-(5-aminopyrazin-2-yl)propanoate was obtained (81%) and used for the next step without further purification. LCMS (m/z): 182.1 (MH+), 0.31 min.

Workup

  1. customThe solution was degassed by N2 stream for 15 min
  2. customAfter flushed with hydrogen gas
  3. customequipped with a hydrogen balloon
  4. filtrationThe reaction mixture was filtered through Celite
  5. customThe volatile materials were removed in vacuo

Sources & evidence

ORD record
ord-382c9bc80db144c789c3652170555300
Source dataset
uspto-grants-2016_01
Patent number
US09242996B2

Reaction notes

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