3-hydrazinyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine

Base Information

• Chemical Name: 3-hydrazinyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine
• CAS No.: 802598-74-9
• Molecular Formula: C13H14N4
• Molecular Weight: 226.28
• Mol file: 802598-74-9.mol

Synonyms:6,7-Dichloroindole-3-acetic acid;1H-Indole-3-acetic acid,6,7-dichloro;6,7-Dichlor-3-indolylessigsaeure;6,7-dichloroindol-3-yl acetic acid;

Chemical Property of 3-hydrazinyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine

Chemical Property:

• Boiling Point: 432.6±38.0 °C(Predicted)
• PKA: 6.01±0.20(Predicted)
• PSA: 67.06000
• Density: 1.35±0.1 g/cm3(Predicted)
• LogP: 2.04010
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-Hydrazino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydrazinyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine

There total 8 articles about 3-hydrazinyl-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3-chloro-2,5,6,7-tetrahydro-3H-benzo[6,7]cyclohepta[1,2-c]pyridazine (25823-53-4) → 3-hydrazino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine (802598-74-9)

Guidance literature:

With hydrazine; In ethanol; at 100 ℃; for 4.75 - 16h; Product distribution / selectivity; Heating / reflux;

Reference yield:

1-Benzosuberone (826-73-3) → 3-hydrazino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine (802598-74-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydroxide / ethanol; water monomer / 1 h / 20 °C / Reflux

1.2: 1 h / 100 °C

1.3: 3 h / Reflux

2.1: copper chloride (II) / acetonitrile / 2 h / Reflux

3.1: trichlorophosphate / 2 h / Reflux

4.1: hydrazine / diethyl ether / 16 h / Reflux

With sodium hydroxide; copper chloride (II); hydrazine; trichlorophosphate; In diethyl ether; ethanol; water monomer; acetonitrile;

Reference yield:

2,4,4a,5,6,7-hexahydro-3H-benzo<6,7>cyclohepta<1,2-c>pyridazin-3-one (25742-87-4) → 3-hydrazino-6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazine (802598-74-9)

Guidance literature:

Multi-step reaction with 3 steps

1: copper chloride (II) / acetonitrile / 2 h / Reflux

2: trichlorophosphate / 2 h / Reflux

3: hydrazine / diethyl ether / 16 h / Reflux

With copper chloride (II); hydrazine; trichlorophosphate; In diethyl ether; acetonitrile;

upstream raw materials:

3-chloro-2,5,6,7-tetrahydro-3H-benzo[6,7]cyclohepta[1,2-c]pyridazine

2,4,4a,5,6,7-hexahydro-3H-benzo<6,7>cyclohepta<1,2-c>pyridazin-3-one

2,5,6,7-tetrahydro-3H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-one

ethyl 2-(5-oxo-6,7,8,9-tetrahydro-5H-benzo[7]annulene-6-yl)acetate

Downstream raw materials:

1-(6,7-dihydro-5H-benzo[6,7]cyclohepta[1,2-c]pyridazin-3-yl)-N³-((7-(R)-pyrrolidin-1-yl)-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-yl)-1H-1,2,4-triazole-3,5-diamine

R428

Refernces

• 1、 -. "AXL INHIBITORS FOR USE IN COMBINATION THERAPY FOR PREVENTING, TREATING OR MANAGING METASTATIC CANCER". Paragraph 0802-0804. . Retrieved 2019/11/21.
• 2、 -. "POLYCYCLIC HETEROARYL SUBSTITUTED TRIAZOLES USEFUL AS AXL INHIBITORS". Page/Page column 62. . Retrieved 2010/04/03.