Category: 769-27-7

Synthetic Route of 769-27-7 , The common heterocyclic compound, 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, molecular formula is C8H9N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 15 ( )-6-((4-Amino-8-(4-(2-cyanovinyl)-2,6-dimethylphenyl)quinazolin-2-yl)amino)-2,4- dimethylnicotinonitrile- Compound 15 Synthesis of (£)-6-((4-amino-8-(4-(2-cyanovinyl)-2,6-dimethylphenyl)quinazolin-2- yl)amino)-2,4-dimethylnicotinonitrile (compound 15) Compound 15 [0279] Compound 2a (20 mg, 0.06 mmol), 6-amino-2,4-dimethylnicotinonitrile (26 mg, 0.18 mmol, Key Organics Ltd, 1X-0933), N,N-diisopropylethylamine (622 mg, 0.48 mmol), (9,9-dimethyl-9H-xanthene-4,5-diyl)bis(diphenylphosphine) (4 mg, 0.006 mmol) and palladium (II) acetate (1 mg, 0.006 mmol) were combined under argon in N-methyl-2- pyrrolidone (1 mL). The reaction was heated at 120C in a sealed vessel for 4 hours. The reaction mixture was cooled down to room temperature and diluted with water and ethyl acetate. The organic layer was separated and washed twice with brine, dried over magnesium sulfate and this solution was filtered through a 2 cm layer of silica gel which was washed with additional ethyl acetate. Combined organics were concentrated down under reduced pressure. The crude residue was treated with diethyl ether in the sonic bath for 5 minutes. The solid compound was filtered off and washed twice with diethyl ether and once with hexane to afford the title compound 15. NMR (400 MHz, DMSO-i/6) delta 9.56 (bs, 1 H), 9.29 (bs, 1 H), 8.44 (d, J = 8.0 Hz, 1 H), 7.99 – 7.47 (m, 5H), 7.41 -7.10 (m, 1 H), 6.55 (d, J = 16.7 Hz, 1 H), 2.41 (bs, 3H), 1.96 (s, 6H), 1.62 (bs, 3H). LCMS (m/z) 446.4 [M+H], Tr = 1.19 min (LCMS method 3).

The synthetic route of 769-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY OF THE AS CR, V.V.I.; JANSA, Petr; SIMON, Tetr; LANSDON, Eric; HU, Yunfeng, Eric; BASZCZYNSKI, Ondrejj; DEJMEK, Milan; MACKMAN, Richard, L.; (185 pag.)WO2016/105564; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 6-Amino-2,4-dimethylnicotinonitrile

6-Amino-3-cyano-2,3-dimethylpyridine was converted to 3-cyano-2,3-dimethyl-6-pyridyl isothiocyanate according to Method A2c

The synthetic route of 769-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

769-27-7 , The common heterocyclic compound, 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile, molecular formula is C8H9N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

EXAMPLE 10 2,4-Dimethyl-6-nitronicotinamide (Compound No. 227) To a solution of 24 ml. of 30% fuming sulfuric acid and 12 ml. of 30% hydrogen peroxide was added dropwise with stirring and cooling in a dry ice-ethanol bath a solution of 2.0 g. of 6-amino-3-cyano-2,4-dimethylpyridine in 10 ml. of conc. sulfuric acid. The resulting mixture was stirred at room temperature for 5 hours. The reaction mixture was poured into ice-water, neutralized with sodium carbonate and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off. The resulting oil was chromatographed over silica gel (developing solvent; benzene-ethyl acetate 1:1) to give 0.37 g. of 3-cyano-2,4-dimethyl-6-nitropyridine as yellow needles melting at 52-53 C.

According to the analysis of related databases, 769-27-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sankyo Company Limited; US4054663; (1977); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 769-27-7, name is 6-Amino-2,4-dimethylnicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. 769-27-7

A suspension of 6-amino-3-cyano-2,4-dimethylpyridine (0.1 g, 0.68 mmol) in CH2Cl2 (1 mL) was added to a vigorously stirred mixture of CaCO3 (0.41 g, 4.11 mmol) in a 1:2 water:CH2Cl2 mixture (9 mL total) at room temp. The reaction mixture was cooled to 0 C. and thiophosgene (0.09 g, 0.78 mmol) was added dropwise. The resulting mixture was allowed to warm to room temp and was stirred overnight. The resulting aqueous layer was back-extracted with CH2Cl2 (3¡Á10 mL). The combined organic layers were washed with water (10 mL), dried (MgSO4) and concentrated under reduced pressure. The residue was purified by chromatography (SiO2, 10% EtOAc/hex) to give 2,4-dimethyl-3-cyano-6-pyridyl isothiocyanate (0.12 g, 91%): CI-MS m/z 190 ((M+H)+)

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Reference:
Patent; Bayer Corporation; US6353006; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem