HCID 178430897, compound → HCID 178482465, compound

HRID 1708516Notes

Reaction equation

HRID 1708516 reaction equation
[CH3:1][C:2]1[C:3]([N:9]2[CH:13]=NC=N2)=[N:4][C:5](=[O:8])[NH:6][CH:7]=1>CN>[CH3:13][NH:9][C:3]1[C:2]([CH3:1])=[CH:7][NH:6][C:5](=[O:8])[N:4]=1

Participants

3

Reactant 1

HCID 178430897HCID 178430897, compound

Product 1

HCID 178482465HCID 178482465, compoundYield 80.3%

Reagents, catalysts & solvents 1

HCID 6329MethylamineSolvent

Procedure

1.06 g (6mmol) of 5-methyl-4-(1,2,4-triazol-1-yl)-pyrimidin-2(1H)-one are dissolved in 20 ml of 40% strength aqueous methylamine solution and the solution is stirred for 5 hours at room temperature. The solution is concentrated and chromatographed on silica gel using ethyl acetate/methanol 2/1. 0.67 g (80.3% of theory) of N4-methyl-5-methylcytosine is obtained as a colorless powder with melting point of 160°-165° C. (decomp.). 1H NMR, d6 -DMSO, δ[ppm]: 10.4 (s, 1H) 7.17 (s, 1H), 7.1 (s, broad, 1H), 2.8 (d, 3H), 1.82 (d, 3H).

Workup

  1. concentrationThe solution is concentrated
  2. customchromatographed on silica gel

Sources & evidence

ORD record
ord-ce9b1021a6dc4d4f9b4cc2828bc4620c
Source dataset
uspto-grants-1994_10
Patent number
US05359067

Reaction notes

Loading…