Ethyl Acetate → HCID 21897209, compound

HRID 719939Notes

Reaction equation

HRID 719939 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:16]=[N:15][C:14]([CH2:17][CH:18]2[O:22][CH2:21][CH2:20][O:19]2)=[CH:13][N:12]=1)C1C=CC=CC=1.C(OCC)(=O)C>CO.[Pd]>[O:22]1[CH2:21][CH2:20][O:19][CH:18]1[CH2:17][C:14]1[N:15]=[CH:16][C:11]([NH2:10])=[N:12][CH:13]=1

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 67482906HCID 67482906, compound

Product 1

HCID 21897209HCID 21897209, compoundYield 157.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 5-[1,3]dioxolan-2-ylmethyl-pyrazin-2-yl-carbamic acid benzyl ester (240 mg, 0.49 mmol) in methanol (5 mL) was treated with 10% palladium on activated carbon (40 mg). The reaction mixture was then hydrogenated under a hydrogen atmosphere at 25° C. and atmospheric pressure for 60 min, at which time, thin layer chromatography (ethyl acetate) suggested complete conversion to a polar product. The reaction was filtered through celite, and the filtrate was concentrated in vacuo to afford 5-[1,3]dioxolan-2-ylmethyl-pyrazin-2-ylamine (140 mg, 100%) as an oil which crystallized.

Workup

  1. customwas then hydrogenated under a hydrogen atmosphere at 25° C.
  2. filtrationThe reaction was filtered through celite
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-65a786b015a6496a95d2fdb74823f0c5
Source dataset
uspto-grants-2006_11
Patent number
US07132425B2

Reaction notes

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