384793-18-4

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1003-98-1 2-bromo-4-fluoroaniline 
• 60144-53-8 N-(tert-butoxycarbonyl)-4-fluoroaniline 
• 880384-48-5 C₁₆H₂₁BrFNO₄ 

Downstream Products

• 1057720-46-3 tert-butyl N-(2-bromo-4-fluorophenyl)-N-(prop-2-ynyl)carbamate 
• 1440672-68-3 N-(2-bromo-4-fluorophenyl)-N-tert-butoxycarbonylphenylethynylamine 
• 1370735-34-4 tert-butyl 2-bromo-4-fluorophenyl(((chloromethyl)dimethylsilyl)methyl)carbamate 
• 442850-91-1 (4-fluoro-2-vinylphenyl)carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Probing cytochrome P450 (CYP) bioactivation with chloromethylindoline bioprecursors derived from the duocarmycin family of compounds

The duocarmycins belong to a class of agent which has great potential for use in cancer therapy. Their exquisite potency means they are too toxic for systemic use, and targeted approaches are required to unlock their clinical potential. In this study, we

Solvent-free, uncatalyzed asymmetric "ene" reactions of: N-Tert-butylsulfinyl-3,3,3-Trifluoroacetaldimines: A general approach to enantiomerically pure α-(trifluoromethyl)tryptamines

A novel approach to regioselectively substituted and stereoselectively α-Trifluoromethylated tryptamines is reported based on the ene reaction of Boc-protected 3-methyleneindolines with optically pure (R)-or (S)-Tert-butanesulfinyltrifluoroacetaldimine. B

Synthesis of new indole-based bisphosphonates and evaluation of their chelating ability in PE/CA-PJ15 cells

Bisphosphonates are the most important class of antiresorptive agents used against osteoclast-mediated bone loss, and, more recently, in oncology. These compounds have high affinity for calcium ions (Ca2+) and therefore target bone mineral, whe

FUSED MORPHOLINOPYRIMIDINES AND METHODS OF USE THEREOF

The present invention relates to Fused Morpholinopyrimidines, pharmaceutical compositions comprising an effective amount of a Fused Morpholinopyrimidine and methods for using a Fused Morpholinopyrimidine in the treatment of a neurodegenerative disease, comprising administering to a subject in need thereof an effective amount of a Fused Morpholinopyrimidine.

Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: A route to functionalized indolines, isoquinolinones, and indoles

A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid- substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones in up to 86% yield.

Nucleus- and side-chain fluorinated 3-substituted indoles by a suitable combination of organometallic and radical chemistry

Regioselectively fluoro-, trifluoromethyl- and trifluoromethoxy-substituted 3-methyleneindolines have been prepared using a four-step procedure involving metalation/bromination of fluorinated Boc-protected anilines, N-propargylation of the resulting o-bro

Indole synthesis by controlled carbolithiation of o-aminostyrenes

An effective synthesis of the functionalized indole ring system has been developed from substituted o-aminostyrene starting material. Our methodology involves a novel cascade reaction sequence of alkyllithium addition to the styrene double bond and subsequent trapping of the intermediate organolithium with a suitable electrophile, followed by an in situ ring closure and dehydration to generate the indole ring. This new reaction sequence allows for the introduction of molecular diversity at all positions on the indole scaffold. The procedure was shown to be successful with a range of both C and N substituents on the o-aminostyrenes. The reaction sequence was tolerant to the reactivity range of alkyllithiums such as tert-, sec-, and n-butyllithium. The electrophiles used were DMF, which generated indole products with C-2 unsubstituted, and nitriles, which incorporated the nitrile substituent at C-2. The o-aminostyrene starting materials were generated by a Pd-catalyzed cross-coupling reaction of a vinyl boronic acid equivalent with the readily available substituted o-bromoanilines.

An improved synthesis of N-Boc protected aryl amines

There are several known methods of protecting amines as their Boc derivatives. For less nucleophilic amines such as aryl amines these methods often give poor yields and are generally not satisfactory. Here, Boc aryl amines are obtained by first introducing two Boc groups followed by selective removal of one of them. This procedure works well for a number highly sterically hindered substrates as well as electron deficient and electron rich aryl amines.