Methylamine → 2-amino-5-(benzyloxy)-N,1-dimethyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide

HRID 1409590Notes

Reaction equation

HRID 1409590 reaction equation
[NH2:1][C:2]1[N:3]([CH3:21])[C:4](=[O:20])[C:5]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:6]([C:8]([O:10]C)=O)[N:7]=1.[CH3:22][NH2:23].C1COCC1>>[CH3:22][NH:23][C:8]([C:6]1[N:7]=[C:2]([NH2:1])[N:3]([CH3:21])[C:4](=[O:20])[C:5]=1[O:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)=[O:10]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 8028TetrahydrofuranHCID 86710288Methyl 2-amino-5-(benzyloxy)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate

Product 1

HCID 867102892-amino-5-(benzyloxy)-N,1-dimethyl-6-oxo-1,6-dihydropyrimidine-4-carboxamideYield 100%

Conditions

Temperature
140 °C

Procedure

To a mixture of methyl 2-amino-5-(benzyloxy)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxylate (0.907 g, 3.14 mmol, Eq: 1.00), methylamine 2M in THF (12 ml, 24.0 mmol) was added. The mixture was heated in a microwave oven at 140° C. for 2 h. The crude reaction mixture was concentrated in vacuo to give the title product as an off-white solid (0.90 g; 100%). LCMS: m/z=289 (MH+).

Workup

  1. additionwas added
  2. customThe crude reaction mixture
  3. concentrationwas concentrated in vacuo

Sources & evidence

ORD record
ord-56c5994e6fb04cb68cbe748ff9e55e9f
Source dataset
uspto-grants-2014_12
Patent number
US08921388B2

Reaction notes

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