Patent classifications
C07B39/00
Process for preparing 4-amino-pyridazines
Provided herein is a process for preparing a pyridazine amine compound of formula V, and a process for preparing dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof. Further, provided herein are novel dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.
Process for preparing 4-amino-pyridazines
Provided herein is a process for preparing a pyridazine amine compound of formula V, and a process for preparing dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof. Further, provided herein are novel dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.
Method for preparing 2-chloro-6-trichloromethylpyridine through liquid phase photochlorination of 2-methylpyridine
The present invention relates to a method for preparing 2-chloro-6-trichloromethylpyridine with product purity greater than or equal to 99.0% by using trifluoromethyl chlorobenzene as a solvent for reaction between 2-methylpyridine with chlorine gas, in which 2-methylpyridine and chlorine gas are used as starting materials, trifluoromethyl chlorobenzene is used as a solvent, 2-methylpyridine is prepared into a liquid raw material by using the solvent trifluoromethyl chlorobenzene, and the liquid raw material is continuously fed to perform liquid phase photochlorination reaction at temperature of 160-240 C. under irradiation of ultraviolet light to obtain 2-chloro-6-trichloromethylpyridine solution. Advantages: the selectivity of reaction for the production of 2-chloro-6-trichloromethylpyridine is improved, the content of components such as isomers and pentachloromethylpyridine in the crude product is decreased significantly, the crude product is easy to be purified to obtain the 2-chloro-6-trichloromethylpyridine product with purity greater than or equal to 99.0%, and the industrial production is facilitated; and secondly, not only can the reuse of the separated solvent in the preparation process of the 2,6-dichloropyridine product with purity greater than or equal to 99.0% be realized, but also the purposes of low pollution, low energy consumption and low cost in the preparation process are realized.
Method for preparing 2-chloro-6-trichloromethylpyridine through liquid phase photochlorination of 2-methylpyridine
The present invention relates to a method for preparing 2-chloro-6-trichloromethylpyridine with product purity greater than or equal to 99.0% by using trifluoromethyl chlorobenzene as a solvent for reaction between 2-methylpyridine with chlorine gas, in which 2-methylpyridine and chlorine gas are used as starting materials, trifluoromethyl chlorobenzene is used as a solvent, 2-methylpyridine is prepared into a liquid raw material by using the solvent trifluoromethyl chlorobenzene, and the liquid raw material is continuously fed to perform liquid phase photochlorination reaction at temperature of 160-240 C. under irradiation of ultraviolet light to obtain 2-chloro-6-trichloromethylpyridine solution. Advantages: the selectivity of reaction for the production of 2-chloro-6-trichloromethylpyridine is improved, the content of components such as isomers and pentachloromethylpyridine in the crude product is decreased significantly, the crude product is easy to be purified to obtain the 2-chloro-6-trichloromethylpyridine product with purity greater than or equal to 99.0%, and the industrial production is facilitated; and secondly, not only can the reuse of the separated solvent in the preparation process of the 2,6-dichloropyridine product with purity greater than or equal to 99.0% be realized, but also the purposes of low pollution, low energy consumption and low cost in the preparation process are realized.
Targeted, metal-catalyzed fluorination of complex compounds with fluoride ion via decarboxylation
Methods of preparing fluorinated compounds by carboxylative fluorination using fluoride are contained herein. Fluorinated compounds are provided. Methods of using fluorinated compounds are contained herein.
Processes for preparing an FGFR inhibitor
To an appropriate reactor equipped with mechanical stirrer was charged acetic acid (12 L), tert-butyl 4-(3-(6-(3,5-dimethoxyphenyl)-2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)propyl)piperazine-1-carboxylate (2000 g) and triethylamine (639 g, 2.3 eq.). Internal temperature was adjusted to approximately 20 C. and N-chlorosuccinimide (1651 g, 4.5 eq.) was added at 20-30 C. Reaction was stirred for 2 hours. Ethyl acetate (30 L) was added. 5% aqueous NaCl solution (20 L) was added. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with 30% aqueous potassium carbonate solution (14 L). The organic layer was concentrated to 12 L and used for next step directly.
Processes for preparing an FGFR inhibitor
To an appropriate reactor equipped with mechanical stirrer was charged acetic acid (12 L), tert-butyl 4-(3-(6-(3,5-dimethoxyphenyl)-2-(methylthio)-7-oxopyrido[2,3-d]pyrimidin-8(7H)-yl)propyl)piperazine-1-carboxylate (2000 g) and triethylamine (639 g, 2.3 eq.). Internal temperature was adjusted to approximately 20 C. and N-chlorosuccinimide (1651 g, 4.5 eq.) was added at 20-30 C. Reaction was stirred for 2 hours. Ethyl acetate (30 L) was added. 5% aqueous NaCl solution (20 L) was added. The organic layer was separated and the aqueous layer was extracted with EtOAc. The combined organic layers were washed with 30% aqueous potassium carbonate solution (14 L). The organic layer was concentrated to 12 L and used for next step directly.
Complexes for nucleophilic, radical, and electrophilic polyfluoroalkylation
Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.
Complexes for nucleophilic, radical, and electrophilic polyfluoroalkylation
Disclosed herein are borazine complexes and use of the same in perfluoroalkylation reactions.
Method for preparing partially fluorinated alcohol
A method for preparing a partially fluorinated alcohol, comprises reacting an epoxide: wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group comprising H, F, Cl, Br, I, CF.sub.3, alkyl, fluoroalkyl, haloalkyl with a fluorinating agent.