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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 733159Generated: October 30, 2026

Dimethylformamide → HCID 57839109, compound

https://huagongshe.com/reaction/733159

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 57839132HCID 57839132—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 57839109HCID 57839109—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 2-chloro-5-methyl-4-propyl-6-(3-trifluoromethylphenyl)-pyrimidine (50 mg) in dimethylformamide (1 mL), was added zinc(II) cyanide (16 mg) and tetrakis(triphenylphosphine)-palladium(0) (16 mg). The suspension was heated in the microwave at 150° C. for 5 min, then poured into ethyl acetate (50 mL) and washed with water (2×10 mL). The organic layer was separated, dried over sodium sulphate and evaporated at reduced pressure. Preparative-HPLC afforded 5-methyl-4-propyl-6-(3-trifluoromethylphenyl)-pyrimidine-2-carbonitrile as a yellow gum (11 mg). 1H NMR (CDCl3): δ 7.63-7.81 (m, 4H), 2.87 (t, 2H), 2.39 (s, 3H), 1.80-1.90 (m, 2H), 1.07 (t, 3H). MS m/z 306.4 (M+1), 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07589095B2
Source datasetuspto-grants-2009_09
ORD IDord-c232a715b48f475e8429c016821f21bf
Source noteuspto-grants-2009_09