[6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

Base Information

• Chemical Name: [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol
• CAS No.: 1029052-79-6
• Molecular Formula: C₂₉H₃₆ClFN₄OSi
• Molecular Weight: 539.168
• Mol file: 1029052-79-6.mol

Synonyms:[6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

Chemical Property of [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol

There total 2 articles about [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol 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: 17.6%

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde (858117-08-5) + (5-bromo-6-fluoropyridin-2-yl)(2-chlorobenzyl)amine (1029053-08-4) → [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol (1029052-79-6)

Guidance literature:

(5-bromo-6-fluoropyridin-2-yl)(2-chlorobenzyl)amine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1.16667h;

Reference yield:

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde (4649-09-6) + triisopropylsilyl chloride (13154-24-0) → [6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol (1029052-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 2 h / 20 °C

2.1: tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 1.17 h / -78 - 20 °C

With sodium hydride; In tetrahydrofuran; hexane;

Reference yield: 19.4%

[6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol (1029052-79-6) → (2-chloro-benzyl)-[6-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine (1029047-29-7)

Guidance literature:

[6-(2-chloro-benzylamino)-2-fluoro-pyridin-3-yl]-(1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-methanol; With triethylsilane; trifluoroacetic acid; In acetonitrile; for 2h; Heating / reflux;

With water; potassium carbonate; In acetonitrile;

upstream raw materials:

1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde

(5-bromo-6-fluoropyridin-2-yl)(2-chlorobenzyl)amine

1H-pyrrolo[2,3-b]pyridin-3-carbaldehyde

triisopropylsilyl chloride

Downstream raw materials:

(2-chloro-benzyl)-[6-fluoro-5-(1H-pyrrolo[2,3-b]pyridin-3-ylmethyl)-pyridin-2-yl]-amine