Ethyl Acetate → (2-Methylpyrimidin-5-yl)methanamine

HRID 2278729Notes

Reaction equation

HRID 2278729 reaction equation
[N:1]([CH2:4][C:5]1[CH:6]=[N:7][C:8]([CH3:11])=[N:9][CH:10]=1)=[N+]=[N-].C(OCC)(=O)C>[Pd]>[CH3:11][C:8]1[N:9]=[CH:10][C:5]([CH2:4][NH2:1])=[CH:6][N:7]=1

Participants

4

Reactant 2

HCID 8857Ethyl AcetateHCID 545950225-(Azidomethyl)-2-methylpyrimidine

Product 1

HCID 21294601(2-Methylpyrimidin-5-yl)methanamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 5-(azidomethyl)-2-methylpyrimidine (55 mg, 0.00037 mol) in ethyl acetate (20 mL, 0.2 mol), and 10% Pd—C (70 mg) was stirred under H2 (1 atm) for 2 hr. The catalyst was filtered off and filtrate was concentrated in vacuo to afford a white solid. LC/MS m/e 124.3 (M+H+)

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationfiltrate was concentrated in vacuo
  3. customto afford a white solid

Sources & evidence

ORD record
ord-ba85c4aa834c45a2993f12ffeb93fcd4
Source dataset
uspto-grants-2015_09
Patent number
US09133122B2

Reaction notes

Loading…