The present disclosure relates to HIF-2? inhibitors and methods of making and using them for treating cancer. Certain compounds were potent in HIF-2? scintillation proximity assay, luciferase assay, and VEGF ELISA assay, and led to tumor size reduction and regression in 786-O xenograft bearing mice in vivo.

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.

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.

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 dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.

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 dichloropyridazine amine compounds of formula IVa, IVb, and mixtures thereof, wherein the amino group is an ethylamino group.

The invention is directed to the preparation of fluorinated compounds and their use in organic synthesis. In particular, the invention is directed to methods of reacting compounds of structure with R.sub.fCHN.sub.2 or (CF.sub.3).sub.2CN.sub.2 to form a perfluoroalkylate or -arylated compounds, and products derived from these reactions, where X, Y.sub.B, and R.sub.f are described herein. ##STR00001##

The invention is directed to the preparation of fluorinated compounds and their use in organic synthesis. In particular, the invention is directed to methods of reacting compounds of structure with R.sub.fCHN.sub.2 or (CF.sub.3).sub.2CN.sub.2 to form a perfluoroalkylate or -arylated compounds, and products derived from these reactions, where X, Y.sub.B, and R.sub.f are described herein. ##STR00001##

The invention discloses a method for preparation of fluoro, chloro and fluorochloro alkylated compounds by homogeneous Pd catalyzed fluoro, chloro and fluorochloro alkylation with fluoro, chloro and fluorochloroalkyl halides in the presence of di(1-adamantyl)-n-butylphosphine and in the presence of 2,2,6,6-tetramethylpiperidine 1-oxyl.

A process for preparing 2,3,3,3-tetrafluoropropene (CF.sub.3CFCH.sub.2). 3,3,3-trifluoro-2-chloropropene (CF.sub.3CClCH.sub.2) is fluorinated with HF in the vapour phase in the presence of a chromia-containing catalyst to produce an intermediate composition 1,1,1,2,2-pentafluoropropane (CF.sub.3CF.sub.2CH.sub.3), which is dehydrofluorinated to produce CF.sub.3CFCH.sub.2.

The present disclosure relates to HIF-2 inhibitors and methods of making and using them for treating cancer. Certain compounds were potent in HIF-2 scintillation proximity assay, luciferase assay, and VEGF ELISA assay, and led to tumor size reduction and regression in 786-O xenograft bearing mice in vivo.