2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

Base Information

Chemical Name:2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride
CAS No.:1026739-94-5
Molecular Formula:C₃₆H₃₄Cl₂N₂O₃S
Molecular Weight:645.65
Hs Code.:

2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

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Chemical Property of 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

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Technology Process of 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

There total 6 articles about 2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride 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:

: 155143-17-2
ethyl <1-(4-chlorobenzyl)-4-methyl-6-hydroxy-4,5-dihydro-1H-thiopyrano<2,3,4-cd>indol-2-yl>acetate

: 1026739-94-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

Guidance literature:: Multi-step reaction with 4 steps

1: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

2: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

3: 1.) NaH / 1.) THF, RT, 5 min, 2.) THF, reflux, 1.5 h

4: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: [5-Allyloxy-3-tert-butylsulfanyl-1-(4-chloro-benzyl)-1H-indol-2-yl]-acetic acid ethyl ester

: 1026739-94-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

Guidance literature:: Multi-step reaction with 5 steps

1: 2.) p-TSA / 1.) 1,2-dichlorobenzene, 200 deg C, 7 h, 2.) 1,2-dichlorobenzene, 150 deg C, 30 min

2: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

3: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

4: 1.) NaH / 1.) THF, RT, 5 min, 2.) THF, reflux, 1.5 h

5: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm00034a013

Reference yield:

: 1-(4-chlorobenzyl)-1-(4-allyloxy phenyl)hydrazine hydrochloride

: 1026739-94-5
2-{2-[1-(4-Chloro-benzyl)-4-methyl-6-(5-phenyl-pyridin-2-ylmethoxy)-4,5-dihydro-1H-thiopyrano[2,3,4-cd]indol-2-yl]-ethoxy}-butyryl chloride

Guidance literature:: Multi-step reaction with 6 steps

1: AcONa, AcOH / toluene / 1.5 h / 70 °C

2: 2.) p-TSA / 1.) 1,2-dichlorobenzene, 200 deg C, 7 h, 2.) 1,2-dichlorobenzene, 150 deg C, 30 min

3: 19 g / LiAlH₄ / tetrahydrofuran / 1 h / 0 °C

4: Cs₂CO₃ / acetonitrile; dimethylformamide / Ambient temperature

5: 1.) NaH / 1.) THF, RT, 5 min, 2.) THF, reflux, 1.5 h

6: 1.) NaH, 2.) pyridine, 3.) oxalyl chloride

With pyridine; lithium aluminium tetrahydride; oxalyl dichloride; sodium acetate; sodium hydride; caesium carbonate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jm00034a013