5-(Azidomethyl)-2-methylpyrimidine → (2-Methylpyrimidin-5-yl)methanamine

HRID 657749

Reaction equation

HRID 657749 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 1

HCID 545950225-(Azidomethyl)-2-methylpyrimidine

Product 1

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

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-(azidomethyl)-2-methylpyrimidine (2.0, 13.4 mmol) in ethyl acetate (100 mL), and 10% Pd—C (4.0 g) was stirred under H2 (1 atm) for 1.5 hr. The catalyst was filtered off and filtrate was concentrated in vacuo to afford a white solid.

Workup

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

Sources & evidence

ORD record
ord-b72392e4d85f48d1980ff7238dcb0187
Source dataset
uspto-grants-2011_12
Patent number
US08076345B2

Linked notes

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