1-METHYL-1H-INDOLE-2-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC ESTER

Base Information

• Chemical Name: 1-METHYL-1H-INDOLE-2-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC ESTER
• CAS No.: 191162-40-0
• Molecular Formula: C9H10BNO2
• Molecular Weight: 174.995
• Hs Code.: 2933990090
• Mol file: 191162-40-0.mol

Synonyms:Boronicacid, (1-methyl-1H-indol-2-yl)- (9CI);(1-Methyl-1H-indol-2-yl)boronic acid;1-Methylindole-2-boronic acid;

Chemical Property of 1-METHYL-1H-INDOLE-2-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 108-112 °C
• Refractive Index: 1.571
• Boiling Point: 402.572 °C at 760 mmHg
• PKA: 9.39±0.30(Predicted)
• Flash Point: 197.269 °C
• PSA: 45.39000
• Density: 1.16 g/cm³
• LogP: -0.14190
• Storage Temp.: Keep Cold

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-1H-indole-2-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant for Suzuki-Miyaura coupling. It ia an active Pharmaceutical ingredient hence used as pharmaceutical intermediates. Also used as rawv material in organic synthesis.

Technology Process of 1-METHYL-1H-INDOLE-2-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC ESTER

There total 2 articles about 1-METHYL-1H-INDOLE-2-BORONIC ACID 2,2-DIMETHYL PROPANE DIOL-1,3-CYCLIC 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: 54.0%

1-methylindole (603-76-9) + Triisopropyl borate (5419-55-6) → 1-methyl-1H-indol-2-yl-2-boronic acid (191162-40-0)

Guidance literature:

1-methylindole; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 - 20 ℃; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; pentane; at -78 - 20 ℃; for 1h;

With potassium hydrogensulfate; water; ammonium chloride; In tetrahydrofuran; pentane; at 20 ℃; for 0.5h; pH=2;

Reference yield:

1-methylindole (603-76-9) + Trimethyl borate (121-43-7,63156-11-6) → 1-methyl-1H-indol-2-yl-2-boronic acid (191162-40-0)

Guidance literature:

With sec.-butyllithium; In tetrahydrofuran;

Reference yield:

ethyl 1-(4-bromophenyl)-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylate + 1-methyl-1H-indol-2-yl-2-boronic acid (191162-40-0) → ethyl 3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1-[4-(1-methyl-1H-indol-2-yl)phenyl]-1H-pyrazole-4-carboxylate

Guidance literature:

With cesium fluoride; palladium diacetate; DavePhos; In 1,4-dioxane; at 20 - 100 ℃; for 26h;

upstream raw materials:

1-methylindole

Trimethyl borate

Triisopropyl borate

Downstream raw materials:

2-[4-(1-methyl-1H-indol-2-yl)phenyl]-N-{(1R)-1-[5-(2,2,2-trifluoroethoxy)pyridin-2-yl]ethyl}acetamide

(2-chlorophenyl)-N-[5-(1-methylindol-2-yl)(1,3-thiazol-2-yl)]carboxamide

2-(2-aminophenyl)-1-methyl-1H-indole

Refernces

• 1、 -. "3-PYRIDYLOXYMETHYL HETEROCYCLIC ETHER COMPOUNDS USEFUL IN CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION". . . Retrieved 2008/06/13.
• 2、 -. "3-PYRIDYLOXYMETHYL HETEROCYCLIC ETHER COMPOUNDS USEFUL IN CONTROLLING CHEMICAL SYNAPTIC TRANSMISSION". . . Retrieved 2008/06/13.