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HRID 1161752Erstellt: 25. Oktober 2026

Dimethylacetamide → 2-Amino-4-cyano-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester

https://huagongshe.com/reaction/1161752

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylacetamideHCID 31374—
EduktEthyl 2-amino-4-chlorothieno(2,3-d)pyrimidine-6-carboxylateHCID 16096301—
KatalysatorZinc cyanide (Zn(CN)2)HCID 11186—
KatalysatorZincHCID 23994—
KatalysatorFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
Produkt2-Amino-4-cyano-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl esterHCID 59519342—

Reaktionsbedingungen

Temperatur120 °C

Reaktionsschritte

2-Amino-4-chloro-thieno[2,3-d]pyrimidine-6-carboxylic acid ethyl ester (1 equiv.), Zn(CN)2 (0.6 equiv.), Zn dust (0.12 equiv.), Pd2(dba)3 (0.02 mole eq.) and 1,1′-bis(diphenylphosphino)ferrocene (0.04 equiv.) were mixed in DMA and the mixture was stirred under argon at 120° C. for 24 hours. The resulting suspension was filtered through a short Celite column, the filtrate was diluted with brine and extracted with ethyl acetate. The organic layer was then washed with brine, water and dried over sodium sulphate. After evaporation of the solvent, the crude oil was purified by preparative TLC.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07820658B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-03a2198650744cf0b03645c84c4583b0
Quellennotizuspto-grants-2010_10