methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

Base Information

Chemical Name:methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate
CAS No.:261162-90-7
Molecular Formula:C₂₅H₂₉N₃O₂
Molecular Weight:403.524
Hs Code.:

Synonyms:methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

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Chemical Property of methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

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Technology Process of methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

There total 12 articles about methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate 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: 88.0%

: 261162-87-2
methyl 4-[5-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-2-pyrrolyl]benzoate

: 74-88-4
methyl iodide

: 261162-90-7
methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 1h;
DOI:10.1021/jm990063w

Reference yield:

: 4916-85-2
2,2,5,5-tetramethylhexanedioic acid

: 261162-90-7
methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: 99 percent / H₂SO₄ / 16 h / Heating

2.1: 85 percent / Na / xylene / 2 h / 100 °C

3.1: 70 percent / aq. CrO₃; AcOH / 3 h / 15 °C

4.1: NaOH / methanol / 48 h / Heating

4.2: 72 percent / H₂SO₄ / 6 h / Heating

5.1: 60 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

6.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -60 °C

7.1: 75 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 0.5 h / 100 °C

8.1: 72 percent / ammonium acetate / methanol / 8 h / Heating

9.1: 88 percent / NaH / dimethylformamide / 1 h / 20 °C

With chromium(VI) oxide; ammonium acetate; sodium hydroxide; oxalyl dichloride; sulfuric acid; sodium; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; xylene; 1.1: Esterification / 2.1: Cyclization / 3.1: Oxidation / 4.1: Condensation / 4.2: Cyclization / 5.1: Reduction / 6.1: Swern oxidation / 7.1: Addition / 8.1: cyclocondensation / 9.1: Methylation;
DOI:10.1021/jm990063w

Reference yield:

: 5238-36-8
1,6-diethyl 2,2,5,5-tetramethylhexanedioate

: 261162-90-7
methyl 4-[1-methyl-2-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1H-5-pyrrolyl]benzoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 85 percent / Na / xylene / 2 h / 100 °C

2.1: 70 percent / aq. CrO₃; AcOH / 3 h / 15 °C

3.1: NaOH / methanol / 48 h / Heating

3.2: 72 percent / H₂SO₄ / 6 h / Heating

4.1: 60 percent / DIBAL-H / CH₂Cl₂; toluene / 1 h / -78 °C

5.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH₂Cl₂ / 0.25 h / -60 °C

6.1: 75 percent / Et₃N; 3-benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chloride / dimethylformamide / 0.5 h / 100 °C

7.1: 72 percent / ammonium acetate / methanol / 8 h / Heating

8.1: 88 percent / NaH / dimethylformamide / 1 h / 20 °C

With chromium(VI) oxide; ammonium acetate; sodium hydroxide; oxalyl dichloride; sodium; 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride; sodium hydride; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide; toluene; xylene; 1.1: Cyclization / 2.1: Oxidation / 3.1: Condensation / 3.2: Cyclization / 4.1: Reduction / 5.1: Swern oxidation / 6.1: Addition / 7.1: cyclocondensation / 8.1: Methylation;
DOI:10.1021/jm990063w