Diethyl ethylmalonate → HCID 178437345, compound

HRID 632714Notes

Reaction equation

HRID 632714 reaction equation
C(O)(=O)C.[CH:5]([NH2:7])=[NH:6].C([O:10][C:11](=O)[CH:12]([CH2:18][CH3:19])[C:13](OCC)=[O:14])C.[O-]CC.[Na+]>C(O)C>[CH2:18]([C:12]1[C:13]([OH:14])=[N:6][CH:5]=[N:7][C:11]=1[OH:10])[CH3:19]

Participants

5

Reactant 3

HCID 8610Diethyl ethylmalonateHCID 160693Formamidine acetateHCID 2723922Sodium ethoxide

Product 1

HCID 178437345HCID 178437345, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Formamidine acetate was reacted with diethyl-ethylmalonate in the presence of sodium ethoxide in dry ethanol to yield 5-ethylpyrimidine-4,6-diol, which was converted to 4,6-Dichloro-5-ethylpyrimidine by POCl3 in the presence of TEA in toluene. 4,6-Dichloro-5-ethylpyrimidine was then reacted with aqueous ammonia in n-butanol at 100° C. to afford 4-amino-5-ethyl-6-chloropyrimidine.

Sources & evidence

ORD record
ord-ab15b595b6034229a9f0278279dee141
Source dataset
uspto-grants-2016_04
Patent number
US09321760B2

Reaction notes

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