3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 192189-18-7
• Molecular Formula: C12H13 I N2 O2
• Molecular Weight: 344.152
• Hs Code.: 2933990090
• Mol file: 192189-18-7.mol

Synonyms:tert-Butyl3-iodopyrrolo[2,3-b]pyridine-1-carboxylate

Chemical Property of 3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Vapor Pressure: 1.6E-06mmHg at 25°C
• Melting Point: 79℃
• Boiling Point: 397.3oC at 760 mmHg
• PKA: 1.83±0.30(Predicted)
• Flash Point: 194.1oC
• PSA: 44.12000
• Density: 1.65g/cm3
• LogP: 3.42410
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-3-Iodo-7-azaindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 2 articles about 3-IODO-PYRROLO[2,3-B]PYRIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 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: 99.0%

di-tert-butyl dicarbonate (24424-99-5) + 3-iodo-1H-pyrrolo[2,3-b]pyridine (23616-57-1) → tert-butyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (192189-18-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01630

Reference yield:

7-Azaindole (271-63-6) → tert-butyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (192189-18-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ICl, pyridine / CH₂Cl₂ / 0.75 h / 0 - 20 °C

2: DMAP / dioxane / Ambient temperature

With pyridine; dmap; Iodine monochloride; In 1,4-dioxane; dichloromethane;

DOI:10.1021/jm960837y

Reference yield: 90.0%

C8H6BF4(1-)*K(1+) + tert-butyl 3-iodo-1H-pyrrolo[2,3-b]pyridine-1-carboxylate (192189-18-7) → C20H19FN2O2

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate monohydrate; methylmagnesium chloride; at 45 ℃; for 33h;

DOI:10.1126/science.aac6936

upstream raw materials:

di-tert-butyl dicarbonate

3-iodo-1H-pyrrolo[2,3-b]pyridine

7-Azaindole

Downstream raw materials:

1-(2,4-dimethoxybenzyl)-3,4-bis(1H-pyrrolo[2,3-b]pyridin-3-yl)pyrrole-2,5-dione

2-methyl-2-propanyl 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

Meriolin 1

C₂₁H₂₁N₅O₂