272107-22-9

Basic information

• Product Name: 8-chloro-3,10-dibromo-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin
• Synonyms: 8-chloro-3,10-dibromo-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin;8-CHLORO-3,10-DIBROMO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTAL[1,2-B]PYRIDINE;3,10-DIBROMO-8-CHLORO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTA[1,2-B]PYRIDINE;8-CHLORO-3,10-DIBROMO-5,6-DIHYDRO-11H-BENZO[5,6]CYCLOHEPTAL[1,2-B]PYRIDIN 99+%;3,10-Dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
• CAS NO: 272107-22-9
• Molecular Formula: C₁₄H₁₀Br₂ClN
• Molecular Weight: 387.4969
• Mol File: 272107-22-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 163-164 °C
• Boiling Point: 412.6±45.0 °C(Predicted)
• Appearance: /
• Density: 1.750±0.06 g/cm3(Predicted)
• PKA: 2.62±0.20(Predicted)
• CAS DataBase Reference: 8-chloro-3,10-dibromo-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin(CAS DataBase Reference)
• NIST Chemistry Reference: 8-chloro-3,10-dibromo-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin(272107-22-9)
• EPA Substance Registry System: 8-chloro-3,10-dibromo-5,6-dihydro-11H-benzo[5,6]cycloheptal[1,2-b]pyridin(272107-22-9)

Safety Data

• Hazardous Substances Data: 272107-22-9(Hazardous Substances Data)

Usage

Uses

3,10-Dibromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine is used in the synthetic preparation of lonafarnib, a potential anticancer agent.

Upstream product

• 271252-77-8 3-bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]-cyclohepta[1,2-b]pyridin-11-one hydrobromide 
• 679842-27-4 C₁₄H₁₁Br₂ClN₂ 
• 679842-29-6 C₁₄H₁₁Br₂ClN₂ 
• 193276-55-0 3,10-dibromo-8-chloro-5,6-dihydro-11H-benzo<5,6>cyclohepta<1,2-b>pyridin-11-one 

Downstream Products

• 193276-49-2 (R)-(+)-(8-chloro-3,10-dibromo-6,11-dihydro-5H-benzo-<5,6>cyclohepta<1,2-b>pyridin-11-yl)-1-piperidine 
• 193276-77-6 (+)-4-(8-chloro-3,10-dibromo-6,11-dihydro-5H-benzo-<5,6>cyclohepta<1,2-b>pyridin-11(R)-yl)-1-<(4-piperidinyl)acetyl>piperidine 
• 193276-76-5 (+)-1,1-dimethylethyl<<<4-(8-chloro-3,10-dibromo-6,11-dihydro-5H-benzo-<5,6>cyclohepta<1,2-b>pyridin-11(R)-yl)-1-piperidinyl>-carbonyl>-methyl>-1-piperidinecarboxylate 
• 193275-84-2 lonafarnib 

Relevant articles and documents

A novel iodide-catalyzed reduction of nitroarenes and aryl ketones with H3PO2 or H3PO3: Its application to the synthesis of a potential anticancer agent

A novel iodide-catalyzed reduction method using hypophosphorous and/or phosphorus acids was developed to reduce both diaryl ketones and nitroarenes chemoselectively in the presence of chloro and bromo substituents in high yield. This efficient and practical method has been successfully applied to a large scale production of a potential anticancer agent

A novel enantioselective alkylation and its application to the synthesis of an anticancer agent

A novel enantioselective alkylation of double benzylic substrates with secondary electrophiles is reported. A simple norephedrine-based chiral ligand was synthesized that gives alkylation product in 95% yield and 95% ee. A unique water effect on the enantioselectivity was unveiled. Good to excellent ee values were obtained with a number of double benzylic substrates and secondary electrophiles. This novel reaction has been applied to the synthesis of a promising anticancer agent.