1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

Base Information

Chemical Name:1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene
CAS No.:219834-92-1
Molecular Formula:C₂₅H₂₂N₂O
Molecular Weight:366.462
Hs Code.:

Synonyms:1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

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Chemical Property of 1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

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Technology Process of 1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

There total 11 articles about 1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene 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: 82.0%

: 219834-82-9
7-bromo-1-methyl-2-pyrrolino[3,2-c]pyridine

: 219834-96-5
2-(phenylmethoxy)-1-naphthalene boronic acid

: 219834-92-1
1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In ethanol; water; toluene; for 24h; Heating;
DOI:10.1016/S0040-4039(98)01951-0

Reference yield:

: 23596-28-3
2,3-dihydro-1H-pyrrolo[3,2-c]pyridine

: 219834-92-1
1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.75 g / CH₂Cl₂ / 3 h / 20 °C

2: 11.0 g / diisobutylaluminum hydride / CH₂Cl₂ / 20 h / Heating

3: 81 percent / N-bromosuccinimide / dimethylformamide / 1.5 h / 0 °C

4: 2.09 g

With N-Bromosuccinimide; diisobutylaluminium hydride; In dichloromethane; N,N-dimethyl-formamide; 1: Acylation / 2: Reduction / 3: Bromination;
DOI:10.1021/jo991011h

Reference yield:

: 504-24-5
4-aminopyridine

: 219834-92-1
1-(1-methyl(2-pyrrolino[2,3-d]pyridin-7-yl))-2-(phenylmethoxy)naphthalene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 38.6 g / CH₂Cl₂; H₂O / 0.42 h / 20 °C

2.1: t-butyllithium / tetrahydrofuran; pentane / 3.5 h / -78 - -15 °C

2.2: 75 percent / tetrahydrofuran; pentane / 2 h / -78 - 20 °C

3.1: 100 percent / triethylamine; methanesulfonyl chloride / CH₂Cl₂ / 2 h / -10 - 20 °C

4.1: 11.0 g / diisobutylaluminum hydride / CH₂Cl₂ / 20 h / Heating

5.1: 81 percent / N-bromosuccinimide / dimethylformamide / 1.5 h / 0 °C

6.1: 2.09 g

With N-Bromosuccinimide; tert.-butyl lithium; diisobutylaluminium hydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; pentane; 1.1: Acylation / 2.1: Metallation / 2.2: Alkylation / 3.1: Cyclization / 4.1: Reduction / 5.1: Bromination;
DOI:10.1021/jo991011h