(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

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Chemical Name:(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate
CAS No.:1418719-00-2
Molecular Formula:C₁₈H₁₅F₂IN₂O₃
Molecular Weight:472.23
Hs Code.:

Synonyms:(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

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Chemical Property of (S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

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Technology Process of (S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

There total 12 articles about (S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate 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: 87.0%

: 1418718-97-4
methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-oxoacetate

: 1418719-00-2
(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

Guidance literature:: With (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; benzo[1,3,2]dioxaborole; In tetrahydrofuran; toluene; at -35 - -10 ℃; for 2.75h; under 760.051 Torr; Inert atmosphere;

Reference yield:

: 34036-07-2
3,4 difluorobenzaldehyde

: 1418719-00-2
(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 12 steps

1.1: benzene / 3 h / 130 °C / 760.05 Torr

1.2: 18 h / 0 - 20 °C / 760.05 Torr

2.1: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / 760.05 Torr

2.2: 2 h / 70 °C / 760.05 Torr

3.1: toluene-4-sulfonic acid / toluene / 1 h / 155 °C / 760.05 Torr / Reflux

3.2: 1 h / 0 - 145 °C / 760.05 Torr

4.1: sodium nitrite; water; sulfuric acid / 1,4-dioxane / 6.17 h / 0 - 20 °C / 760.05 Torr

5.1: pyridine / acetonitrile / 1.17 h / 0 - 20 °C / 760.05 Torr

6.1: sodium iodide; hydrogenchloride / acetonitrile; water / 2 h / 60 °C / 760.05 Torr

7.1: diisobutylaluminium hydride / dichloromethane; toluene / 3.33 h / -55 - 0 °C / 760.05 Torr

8.1: pyridinium chlorochromate / dichloromethane / 4 h / 0 - 20 °C / 760.05 Torr

9.1: zinc(II) iodide / dichloromethane / 0.58 h / 0 - 20 °C / 760.05 Torr

10.1: sulfuric acid / 26 h / 0 - 80 °C / 760.05 Torr

11.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C / 760.05 Torr

12.1: benzo[1,3,2]dioxaborole; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 2.75 h / -35 - -10 °C / 760.05 Torr / Inert atmosphere

With pyridine; hydrogenchloride; sulfuric acid; water; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; pyridinium chlorochromate; sodium iodide; zinc(II) iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; sodium nitrite; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile; benzene;

Reference yield:

: (3,4-difluoro-benzyl)-(2,2-dimethoxy-ethyl)-amine

: 1418719-00-2
(S)-methyl 2-(1-(3,4-difluorobenzyl)-4-iodo-6-methyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-hydroxyacetate

Guidance literature:: Multi-step reaction with 11 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 18 h / 20 °C / 760.05 Torr

1.2: 2 h / 70 °C / 760.05 Torr

2.1: toluene-4-sulfonic acid / toluene / 1 h / 155 °C / 760.05 Torr / Reflux

2.2: 1 h / 0 - 145 °C / 760.05 Torr

3.1: sodium nitrite; water; sulfuric acid / 1,4-dioxane / 6.17 h / 0 - 20 °C / 760.05 Torr

4.1: pyridine / acetonitrile / 1.17 h / 0 - 20 °C / 760.05 Torr

5.1: sodium iodide; hydrogenchloride / acetonitrile; water / 2 h / 60 °C / 760.05 Torr

6.1: diisobutylaluminium hydride / dichloromethane; toluene / 3.33 h / -55 - 0 °C / 760.05 Torr

7.1: pyridinium chlorochromate / dichloromethane / 4 h / 0 - 20 °C / 760.05 Torr

8.1: zinc(II) iodide / dichloromethane / 0.58 h / 0 - 20 °C / 760.05 Torr

9.1: sulfuric acid / 26 h / 0 - 80 °C / 760.05 Torr

10.1: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C / 760.05 Torr

11.1: benzo[1,3,2]dioxaborole; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 2.75 h / -35 - -10 °C / 760.05 Torr / Inert atmosphere

With pyridine; hydrogenchloride; sulfuric acid; water; diisobutylaluminium hydride; Dess-Martin periodane; toluene-4-sulfonic acid; pyridinium chlorochromate; sodium iodide; zinc(II) iodide; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; sodium nitrite; benzo[1,3,2]dioxaborole; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene; acetonitrile;