1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

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Chemical Name:1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate
CAS No.:1089669-36-2
Molecular Formula:C₂₄H₂₆BrN₃O₄S
Molecular Weight:532.458
Hs Code.:

Synonyms:1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

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Chemical Property of 1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

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Technology Process of 1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

There total 3 articles about 1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate 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: 98.0%

: 480423-17-4
4-bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine

: 149108-74-7
5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

: 1089669-36-2
1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

Guidance literature:: 4-bromo-2-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine; With isopropylmagnesium Grignard solution; In tetrahydrofuran; at -20 - -15 ℃; for 0.5h;

5-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 0.166667h; Heating / reflux;

Reference yield:

: 348640-07-3
4-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

: 1089669-36-2
1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C

1.2: 0.33 h / -78 °C

2.1: isopropylmagnesium Grignard solution / tetrahydrofuran / 0.5 h / -20 - -15 °C

2.2: 0.17 h / 20 °C / Heating / reflux

With lithium diisopropyl amide; In tetrahydrofuran;

Reference yield:

: 348640-06-2
4-bromo-7-azaindole

: 1089669-36-2
1,1-dimethylethyl 5-{4-bromo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridin-2-yl}-3,4-dihydro-1(2H)-pyridinecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 4 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C

2.2: 0.33 h / -78 °C

3.1: isopropylmagnesium Grignard solution / tetrahydrofuran / 0.5 h / -20 - -15 °C

3.2: 0.17 h / 20 °C / Heating / reflux

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water;