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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866994Generated: November 2, 2026

4-Amino-2-methyl-5-pyrimidinemethanamine → 1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-hydroxy-6-methylpyridin-2(1H)-one

https://huagongshe.com/reaction/1866994

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Amino-2-methyl-5-pyrimidinemethanamineHCID 66762—
Reactant4-Hydroxy-6-methyl-2-pyroneHCID 54675757—
SolventWaterHCID 962—
Product1-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-hydroxy-6-methylpyridin-2(1H)-oneHCID 5472421458.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-hydroxy-6-methyl-2-pyrone (0.9 g, 0.007 mol) and 4-amino-5-aminomethyl-2-methylpyrimidine (1.0 g, 0.007 mol) in water (10.0 ml) was heated at 100° C. for 1 h under argon atmosphere. The reaction mixture was cooled, and filtered the yellow precipitate. It was washed successively with cold water, ethanol, and dried in vacuo to afford the title compound (1.01 g, 51%) as a pale yellow powder: 1H NMR (DMSO-d6/400 MHz) δ7.62 (s, 1H), 7.04 (s, 1H), 5.83 (d, 1H, J=2.0 Hz), 5.58 (d, 1H, J=2.0 Hz), 4.92 (s, 2H), 2.24 (s, 3H), and 2.22 (s, 3H); ES-HRMS m/z 325.0304 (M+H C12H14N4O2Br requires 325.0295).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629363B2
Source datasetuspto-grants-2009_12
ORD IDord-df8f63cb0cf04cf386e2a1c67db0e58d
Source noteuspto-grants-2009_12