851008-48-5

Upstream product

• 1849-36-1 para-nitrobenzenethiol 
• 411235-57-9 cyclopropylboronic acid 
• 925430-09-7 tricyclopropylbismuthane 
• 4333-56-6 cyclopropyl bromide 
• 6863-32-7 cyclopropanethiol 
• 350-46-9 4-Fluoronitrobenzene 

Downstream Products

• 1147558-13-1 4-(cyclopropylsulfonyl)aniline 
• 1224162-02-0 (2R,3R)-3-[2-(4-Cyclopropanesulphonylphenylamino)-5-trifluoromethylpyrimidin-4-yloxy]butan-2-ol 
• 19433-07-9 1-(cyclopropylsulfonyl)-4-nitrobenzene 
• 1224162-13-3 [4-((1R,2R)-2-Benzyloxy-1-methylpropoxy)-5-trifluoromethylpyrimidin-2-yl](4-cyclopropane-sulphonylphenyl)amine 
• 1224162-05-3 (R)-3-[2-(4-Cyclopropanesulphonylphenylamino)-5-tri-fluoromethylpyrimidin-4-yloxy]-2-methylbutan-2-ol 
• 1365543-59-4 N-[cyclopropyl(4-nitrophenyl)-lambda⁴-sulphanylidene]-2,2,2-trifluoroacetamide 
• 1365544-29-1 (2S,3S)-2,3-bis[(4-methylbenzoyl)oxy]butanedioic acid 1-(R)-(cyclopropylsulphonimidoyl)-4-nitrobenzene 
• 1365544-25-7 N-[(R)-cyclopropyl(4-nitrophenyl)oxido-lambda⁶-sulphanylidene]-2,2,2-trifluoroacetamide 
• 1365543-92-5 N-[(R)-(4-aminophenyl)(cyclopropyl)oxido-lambda⁶-sulphanylidene]-2,2,2-trifluoroacetamide 
• 1223498-69-8 (R)-S-cyclopropyl-S-(4-{[4-{[(1R, 2R)-2-hydroxy-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)sulphoximide 
• 1365543-64-1 N-[(4-{[4-{[(2R,3R)-3-(benzyloxy)butan-2-yl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)(cyclopropyl)oxido-lambda⁶-sulphanylidene]-2,2,2-trifluoroacetamide benzenesulphonic acid salt 
• 851008-45-2 (R,S)-1-(cyclopropylsulfinyl)-4-nitrobenzene 
• 1223498-42-7 (R,S)-S-{4-[(5-bromo-4-{[(2R,3R)-2-hydroxy-1-methylpropyl]oxy}pyrimidin-2-yl)amino]phenyl}-S-cyclopropylsulfoximide 
• 1223498-65-4 (R,S)-S-{4-[(5-bromo-4-{[(2R,3R)-2-hydroxy-1-methylpropyl]oxy}-pyrimidin-2-yl)amino]phenyl}-S-cyclopropyl-N-(trifluoroacetyl)sulfoximide 

Relevant academic research and scientific papers

Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid

The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a thiophenol was also accomplished using potassium cyclopropyl trifluoroborate.

First use of an organobismuth reagent in C(sp3)–S bond formation: Access to aryl cyclopropyl sulfides via copper-catalyzed S–Cyclopropylation of thiophenols using tricyclopropylbismuth

The direct S-cyclopropylation of thiophenols using tricyclopropylbismuth is reported. The reaction is catalyzed by copper(II) acetate and operates under mild conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to good yields. This reaction represents the first use of an organobismuth reagent in C(sp3)–S bond formation.

The lab oddity prevails: Discovery of Pan-CDK inhibitor (R)-S-Cyclopropyl-S-(4-{[4-{[(1R,2R)-2-hydroxy-1-methylpropyl]oxy}-5-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)sulfoximide (BAY1000394) for the treatment of cancer

Lead optimization of a high-throughput screening hit led to the rapid identification of aminopyrimidine ZK304709, a multitargeted CDK and VEGF-R inhibitor that displayed a promising preclinical profile. Nevertheless, ZK304709 failed in phaseI studies due

PROCESS FOR PREPARING PAN-CDK INHIBITORS OF THE FORMULA (I), AND INTERMEDIATES IN THE PREPARATION

The invention relates to a novel process for the preparation of pan-CDK inhibitors of the formula (I), and intermediates of the preparation.

SULFONE-SUBSTITUTED ANILINOPYRIMIDINE DERIVATIVES AS CDK INHIBITORS, THE PRODUCTION THEREOF, AND USE AS A MEDICINE

The invention relates to sulphone-substituted anilinopyrimidine derivatives of the formula (I), to its preparation processes, and to its use as medicament for treating various diseases.

SULFOXIMINE-SUBSTITUTED ANILINOPYRIMIDINE DERIVATIVES AS CDK INHIBITORS, THE PRODUCTION THEREOF, AND USE AS MEDICINE

The invention relates to sulfoximine-substituted anilino-pyrimidine derivatives of formula (I). methods of production thereof, and use thereof as medication for the treatment of various diseases.