tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate

Base Information

• Chemical Name: tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate
• CAS No.: 192189-13-2
• Molecular Formula: C13H13FINO2
• Molecular Weight: 361.155
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID201196242
• Mol file: 192189-13-2.mol

Synonyms:192189-13-2;tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate;1H-Indole-1-carboxylic acid, 5-fluoro-3-iodo-, 1,1-dimethylethyl ester;TERT-BUTYL 5-FLUORO-3-IODOINDOLE-1-CARBOXYLATE;5-Fluoro-3-iodo-indole-1-carboxylic acid tert-butyl ester;SCHEMBL16972300;TQP1295;DTXSID201196242;AMY16318;MFCD13183351;CS-15629;CS-0044236;F18325;EN300-7354324;A880335;tert-Butyl5-fluoro-3-iodo-1H-indole-1-carboxylate;1,1-Dimethylethyl 5-fluoro-3-iodo-1H-indole-1-carboxylate;5-Fluoro-3-iodoindole-1-carboxylic acid tert-butyl ester;1h-indole-1-carboxylic acid,5-fluoro-3-iodo-,1,1-dimethylethyl ester;5-Fluoro-3-iodo-1H-indole-1-carboxylic acid 1,1-dimethylethyl ester

Chemical Property of tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate

Chemical Property:

• PSA: 31.23000
• LogP: 4.16820
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 360.99750
• Heavy Atom Count: 18
• Complexity: 331

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C=C(C2=C1C=CC(=C2)F)I

Technology Process of tert-Butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate

There total 3 articles about tert-Butyl 5-fluoro-3-iodo-1H-indole-1-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: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + 5-fluoro-3-iodo-1H-indole (868694-21-7) → tert-butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate (192189-13-2)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201100680

Reference yield:

5-fluoro-1H-indole (399-52-0) → tert-butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate (192189-13-2)

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:

→ tert-butyl 5-fluoro-3-iodo-1H-indole-1-carboxylate (192189-13-2)

Guidance literature:

With dmap; In dichloromethane; at 20 ℃; Inert atmosphere;

upstream raw materials:

di-tert-butyl dicarbonate

5-fluoro-3-iodo-1H-indole

5-fluoro-1H-indole

Downstream raw materials:

C₃₀H₃₃FN₂O₆S

C₃₀H₃₁FN₂O₅S

tert-butyl 5-fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole-1-carboxylate