Ammonia → HCID 58497086, compound

HRID 632715Notes

Reaction equation

HRID 632715 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8][CH3:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.O=P(Cl)(Cl)Cl.[NH3:16]>C1(C)C=CC=CC=1.C(O)CCC>[NH2:16][C:6]1[C:7]([CH2:8][CH3:9])=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 24813Phosphorus oxychlorideHCID 21828432HCID 21828432, compound2×

Product 1

HCID 58497086HCID 58497086, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 1140TolueneSolvent

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-fefd416154464c70b09f21a099e8ecd4
Source dataset
uspto-grants-2016_04
Patent number
US09321760B2

Reaction notes

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