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

Base Information

Chemical Name:methyl 1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-6-carboxylate
CAS No.:774213-93-3
Molecular Formula:C₂₁H₂₈N₂O₄
Molecular Weight:372.464
Hs Code.:

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

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

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

There total 5 articles about methyl 1-(2-tert-butoxy-2-oxoethyl)-3-cyclohexyl-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:

: 774213-91-1
methyl 3-cyclohexyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine-6-carboxylate

: 5292-43-3
bromoacetic acid tert-butyl ester

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

Guidance literature:: methyl 3-cyclohexyl-2-(trimethylsilyl)-1H-pyrrolo[2,3-b]pyridine-6-carboxylate; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 40 ℃; for 0.25h;

bromoacetic acid tert-butyl ester; In DMF (N,N-dimethyl-formamide); at 60 ℃; for 0.75h;

Reference yield:

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

: 5292-43-3
bromoacetic acid tert-butyl ester

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

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;
DOI:10.1016/j.bmcl.2006.05.012

Reference yield:

: 36052-26-3
methyl 6-aminopyridine-2-carboxylate

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

Guidance literature:: Multi-step reaction with 3 steps

1: 28 percent / Br₂ / CHCl₃ / 20 °C

2: 63 percent / LiCl; Na₂CO₃; Pd(dppf)Cl₂ / dimethylformamide / 110 °C

3: NaH / dimethylformamide / 60 °C

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; bromine; sodium hydride; sodium carbonate; lithium chloride; In chloroform; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.05.012