3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

Base Information

Chemical Name:3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine
CAS No.:137586-67-5
Molecular Formula:C₂₅H₂₂FN
Molecular Weight:355.455
Hs Code.:

Synonyms:3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

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Chemical Property of 3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

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Technology Process of 3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

There total 9 articles about 3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine 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:

: (S)-4-[[[4-(4-Fluorophenyl)-2-(1-methylethyl)benzo[6,7]cyclohepta[1,2-b]pyridin-3-yl]ethynyl]hydroxyphosphinyl]-3-hydroxybutanoic acid, disodium salt

: ammonium chloride

: 137586-67-5
3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

Guidance literature:: With n-butyllithium; sodium hydrogencarbonate; In tetrahydrofuran; hexane; ethyl acetate;

Reference yield:

: 135454-80-7
3-(2,2-dibromoethenyl)-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)benzo<6,7>cyclohepta<1,2-b>pyridine

: 137586-67-5
3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1021/jm00113a019

Reference yield:

: 459-57-4
4-fluorobenzaldehyde

: 137586-67-5
3-Ethynyl-4-(4-fluorophenyl)-6,7-dihydro-2-(1-methylethyl)-5H-benzo[6,7]cyclohepta[1,2-b]pyridine

Guidance literature:: Multi-step reaction with 7 steps

1: piperidine, HOAc / benzene / 22 h / Heating

2: 1.) LiN(TMS)2 / 1.) THF, -78 deg C, 1 h, 2.) THF, 1.5 h

3: NH₄OAc, Cu(OAc)2 / acetic acid / 24 h / Heating

4: LiAlH₄ / tetrahydrofuran / 6 h / Ambient temperature

5: 89 percent / oxalyl chloride, DMSO / CH₂Cl₂; tetrahydrofuran / 0.25 h / -78 °C

6: 93 percent / triphenylphosphine / CH₂Cl₂ / 0.42 h / Ambient temperature

7: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

With piperidine; lithium aluminium tetrahydride; n-butyllithium; copper diacetate; oxalyl dichloride; ammonium acetate; acetic acid; dimethyl sulfoxide; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; acetic acid; benzene;
DOI:10.1021/jm00113a019