methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

Base Information

Chemical Name:methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate
CAS No.:774213-96-6
Molecular Formula:C₂₅H₂₉N₃O₃
Molecular Weight:419.524
Hs Code.:

Synonyms:methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

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Chemical Property of methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

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Technology Process of methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

There total 8 articles about methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate 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: 100.0%

: 774213-95-5
[3-cyclohexyl-6-(methoxycarbonyl)-2-phenyl-1H-pyrrolo[2,3-b]pyridin-1-yl]acetic acid

: 506-59-2
N,N-dimethylammonium chloride

: 774213-96-6
methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1016/j.bmcl.2006.05.012

Reference yield:

: 3-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylic acid methyl ester

: 774213-96-6
methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / dimethylformamide / 60 °C

2: NBS / CH₂Cl₂ / 20 °C

3: 61 percent / Pd(PPh₃)4; K₃PO₄ / toluene / 110 °C

4: 100 percent / TFA / CH₂Cl₂

5: 100 percent / HATU; DIPEA / dimethylformamide / 20 °C

With potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; toluene; 3: Suzuki reaction;
DOI:10.1016/j.bmcl.2006.05.012

Reference yield:

: 774213-93-3
methyl 1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

: 774213-96-6
methyl 3-cyclohexyl-1-[2-(dimethylamino)-2-oxoethyl]-2-phenyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: NBS / CH₂Cl₂ / 20 °C

2: 61 percent / Pd(PPh₃)4; K₃PO₄ / toluene / 110 °C

3: 100 percent / TFA / CH₂Cl₂

4: 100 percent / HATU; DIPEA / dimethylformamide / 20 °C

With potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: Suzuki reaction;
DOI:10.1016/j.bmcl.2006.05.012