Category: 114969-66-3

Reference of 114969-66-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 114969-66-3, name is 5-Bromo-4-cyanopyrimidine, molecular formula is C5H2BrN3, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 41A Ethyl 3-aminothieno[3,2-d]pyrimidine-2-carboxylate 5-Bromo-4-cyanopyrimidine (2.10 g, 11.4 mmol), prepared by the method of Yamanaka, et al., Chem. Pharm. Bull., 35:3119 (1987), was treated with 1.38 g (11.5 mmol) ethyl thioglycolate and 1.21 g (11.4 g) sodium carbonate in 36 ml of refluxing ethanol. After 3 hours, the reaction mixture was cooled to room temperature, quenched with water and concentrated. The residue was purified by column chromatography on silica gel eluding first with 4:1 then 1:1 hexanes: ethyl acetate to give 1.10 g (43%) of the title compound, mp 139-141 C. 1 H NMR (300 MHz, CDCl3) delta 1.42 (t, 3H), 4.41 (q, 2H), 6.17 (br s, 2H), 9.19 (s, 1H), 9.20 (s, 1H). MS (DCI/NH3) m/e 224 (M+H)+, 241 (M+NH4)+.

According to the analysis of related databases, 114969-66-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott Laboratories; US5597823; (1997); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 114969-66-3, name is 5-Bromo-4-cyanopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2BrN3

GENERAL PROCEDURE B: Amination of Heteroaryl Halides; i) BOC-Piperazine (2.4 mmol), 5-bromopyrimidine-4-carbonitrile (2 mmol), potassium carbonate (2.8 mmol), 2-dicyclohexylphosphino-2′,4′,6’triisopropyl-biphenyl (0.16 mmol), and tris(dibenzylideneacetone)dipalladium(0) (0.04 mmol) were dissolved in NMP (N-Methylpyrrolidinone) (5 mL) and stirred for 10 min at 200 C. The cooled mixture was diluted with ethyl acetate, and washed with water. The organic layer was dried, filtered and concentrated, then chromatography in 20-50% ethyl acetate in hexane yielded the desired BOC-protected intermediate. Note: The same procedure was used to prepare tert-butyl 4-(5-cyanopyrazin-2-yl)piperazine-1-carboxylate from 5-bromopyrazine-2-carbonitrile except that the reaction was carried out in DMF for 4 h. at 85 C.

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Reference:
Patent; AstraZeneca AB; NPS PHARMACEUTICALS, INC.; US2007/37820; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia