- PROCESS OF MAKING CFTR MODULATORS
-
The disclosure provides processes for synthesizing Compound I, and pharmaceutically acceptable salts thereof.
- -
-
Paragraph 0418-0420; 0756; 0757
(2021/02/19)
-
- Synthesis of γ-Keto Sulfones through a Three-Component Reaction of Cyclopropanols, DABCO ? (SO2)2 and Alkyl Halides
-
A route to γ-keto sulfones through a metal-free reaction of cyclopropanols, DABCO ? (SO2)2 and alkyl halides is described. This reaction occurs under mild conditions in the absence of any catalysts, additives, or oxidants. Various functional groups including as ester, amino, methoxy, bromo, trifluoromethyl, nitro and carbonyl are tolerated well in this transformation, and the corresponding γ-keto sulfones are afforded in 35% to 95% yields. The proposed mechanism implies that this reaction proceeds through γ-keto sulfinate intermediate generated in situ, which further undergoes nucleophilic substitution with alkyl halides leading to γ-keto sulfones. (Figure presented.).
- Zhang, Chun,Zhang, Chao,Tang, Jie,Ye, Shengqing,Ma, Mingliang,Wu, Jie
-
supporting information
p. 3109 - 3114
(2021/05/03)
-
- Iron-Catalyzed Triazole-Enabled C-H Activation with Bicyclopropylidenes
-
C-H/C-C functionalizations with oxymethylated bicyclopropylidenes were accomplished with an iron catalyst under external oxidant-free conditions. The combination of the unique reactivity of bicyclopropylidenes with a robust iron(II) catalyst enabled C-C c
- Mo, Jiayu,Messinis, Antonis M.,Oliveira, Joa? C. A.,Demeshko, Serhiy,Meyer, Franc,Ackermann, Lutz
-
p. 1053 - 1064
(2021/01/26)
-
- Rh-Catalyzed cascade C-H activation/C-C cleavage/cyclization of carboxylic acids with cyclopropanols
-
Merging both C-H and C-C activation in a tandem process is a marked challenge. A novel Rh(iii)-catalyzed C-H activation/ring opening C-C cleavage/cyclization of carboxylic acids with cyclopropanols was developed for the synthesis of 3-substituted phthalides andα,β-butenolides. This reaction displays excellent functional group tolerance with respect to both carboxylic acids and cyclopropanols and features relatively mild conditions. Remarkably, the utility of this method was highlighted by the rapid construction of bioactive compounds bearing a 3-substituted phthalide frameworkvialate-stage functionalization.
- Wang, Siqi,Miao, Erfei,Wang, Hao,Song, Bichao,Huang, Wei,Yang, Weibo
-
supporting information
p. 5929 - 5932
(2021/06/18)
-
- Copper-mediated tandem ring-opening/cyclization reactions of cyclopropanols with aryldiazonium salts: Synthesis of: N -arylpyrazoles
-
A general method for the synthesis of structurally diverse N-arylpyrazoles from readily available cyclopropanols and aryldiazonium salts is disclosed. The reaction was conducted at room temperature within minutes with a broad substrate scope and excellent regioselectivity.
- Liu, Jidan,Xu, Erjie,Jiang, Jinyuan,Huang, Zeng,Zheng, Liyao,Liu, Zhao-Qing
-
supporting information
p. 2202 - 2205
(2020/02/26)
-
- Ni-Catalyzed Denitrogenative Cross-Coupling of Benzotriazinones and Cyclopropanols: An Easy Access to Functionalized β-Aryl Ketones
-
A novel Ni-catalyzed denitrogenative cross-coupling between benzotriazinones and cyclopropanols is reported herein. This neoteric reactivity allows for the convenient synthesis of β-(o-amido)aryl ketones from readily available starting materials with good yields (up to 93percent) and general substrate scope.
- Li, Jincan,Zheng, Yan,Huang, Mingxian,Li, Wanfang
-
supporting information
p. 5020 - 5024
(2020/07/03)
-
- MODULATOR OF CYSTIC FIBROSIS TRANSMEMBRANE CONDUCTANCE REGULATOR, PHARMACEUTICAL COMPOSITIONS, METHODS OF TREATMENT, AND PROCESS FOR MAKING THE MODULATOR
-
Compounds of Formula (I) pharmaceutically acceptable salts thereof, deuterated derivatives of any of the foregoing, and metabolites of any of the foregoing are disclosed. Pharmaceutical compositions comprising the same, methods of treating cystic fibrosis using the same, and methods for making the same are also disclosed. Also disclosed are solid state forms of Compound 1 and salts and solvates thereof.
- -
-
Page/Page column 285; 286
(2018/06/30)
-
- NOVEL MACROCYCLIC INHIBITORS OF HEPATITIS C VIRUS REPLICATION
-
The embodiments provide compounds of the general Formula I, as well as compositions, including pharmaceutical compositions, comprising a subject compound. The embodiments further provide treatment methods, including methods of treating a hepatitis C virus infection and methods of treating liver fibrosis, the methods generally involving administering to an individual in need thereof an effective amount of a subject compound or composition.
- -
-
Page/Page column 194
(2009/01/20)
-
- One-Pot Synthesis of 1-Substituted Cyclopropanols from Carboxylic Acid Chlorides
-
The in situ generated chloromethyl-lithium reacts at -78 deg C to -30 deg C with different acid chlorides (2:1 molar ratio) to afford, after lithiation with lithium powder, 1-substituted cyclopropanols.
- Barluenga, Jose,Fernandez-Simon, Jose L.,Concellon, Jose M.,Yus, Miguel
-
p. 584 - 586
(2007/10/02)
-
- IMPROVED PREPARATION OF BICYCLOPROPYLIDENE
-
A reproducible synthesis of the title compound 6 in 10 - 20 g quantities is reported.The use of a polymeric base such as (diethylaminomethyl)-polystyrene is exemplified in the transformation of a sensitive alcohol 4 into a labile chloride 5.
- Weber, Walter,Meijere, Armin de
-
p. 837 - 846
(2007/10/02)
-
- HYDROLYSE DES DERIVES DE CYCLOPROPYLIDENE-3 PROPYLE. STRUCTURE ET STEREOCHIMIE DES ALCOOLS PRECURSEURS ET DES PRODUITS RESULTANT DE L'HYDROLYSE
-
The 13C nmr spectra of 14 β-cyclopropylidenic alcohols 1 have been determined: .All the chemical shifts were assigned and the substituent effect are discussed as a function of molecular conformation.The stereochemistry of two diastereoisomers of alcohols 1e ( R1 = R2 = H; R2 = R4 = CH3 ) and 1k ( R3 = H; R1 = R2 = R4 = CH3 ) was established from ir spectroscopy and 1H nmr results.The 13C nmr spectra of products arising from hydrolysis of 3-cyclopropylidene propanol 1a and 4-cyclopropylidene 2-butanol 1b tosylates have been also recorded.The analysis of these date enables us to establish unambigiously the structure and the stereochemistry of the hydrolysis products.
- Faure, Robert,Leandri, Gilbert,Meou, Alain
-
p. 1089 - 1095
(2007/10/02)
-
- -
-
Cyclopropanols 5, 6 and 2 with substituent groups (-CH2OH, -CH2OTs, -CH2Br) in the 1-position, and oxaspiropentane 8, have been prepared from methylenecyclopropane. Cyclopropanols with vinyl groups in the 1-position (1-vinyl 12, 1-cyclopentenyl 13 and 1-cyclohexenyl 14) and 1-cyclopropylcyclopropanol 20 have been prepared from 1, 3-dichloroacetone. Each of the compounds readily undergoes ring expansion to the corresponding cyclobutanones. The reaction provides a simple route to cyclobutanones, the parent ketone itself being easily obtained from oxaspiropentane 8.
- Salaun,Garnier,Conia
-
p. 1413 - 1421
(2007/10/10)
-