Ethyl 4,6-dimethoxypyrimidine-2-carboxylate → 4,6-Dimethoxypyrimidin-2-carboxylic acid amide

Reaction equation

C([O:3][C:4]([C:6]1[N:11]=[C:10]([O:12][CH3:13])[CH:9]=[C:8]([O:14][CH3:15])[N:7]=1)=O)C.[NH3:16].CO>>[CH3:15][O:14][C:8]1[CH:9]=[C:10]([O:12][CH3:13])[N:11]=[C:6]([C:4]([NH2:16])=[O:3])[N:7]=1

Participants

Reactant 2

HCID 4449183Ethyl 4,6-dimethoxypyrimidine-2-carboxylate

HCID 21705897Ammonia methanol

Product 1

HCID 582826824,6-Dimethoxypyrimidin-2-carboxylic acid amideYield 100%

Procedure

Ethyl-4,6-dimethoxy-pyrimidin-2-carboxylate (25 g, 1 eq.) in NH3/MeOH (7 M, 15 mL) was irradiated in a microwave reactor at 100° C. for 15 min. The solution was concentrated in vacuo to yield compound 286 as a beige solid in 100% yield. MS (ESI, EI+): m/z=184 (MH+).

Workup

concentrationThe solution was concentrated in vacuo

Sources & evidence

ORD record: ord-915a7c5b77694a0680c789ead87731af
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08993595B2

Reaction notes

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