2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine

Base Information

• Chemical Name: 2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine
• CAS No.: 1375301-91-9
• Molecular Formula: C13H19BN2O2
• Molecular Weight: 246.117
• Hs Code.: 2934999090
• Mol file: 1375301-91-9.mol

Synonyms:2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine;2-Cyclopropylpyrimidin-5-ylboronic acid pinacol ester;2-(Cyclopropyl)pyrimidine-5-boronic acid pinacol ester

Chemical Property of 2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine

Chemical Property:

• Boiling Point: 355.5±15.0 °C(Predicted)
• PKA: 1.83±0.22(Predicted)
• PSA: 44.24000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 1.65320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

2-(Cyclopropyl)pyrimidine-5-boronicacidpinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine

There total 1 articles about 2-cyclopropyl-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)pyriMidine 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: 39.0%

5-bromo-2-cyclopropyl-pyrimidine (304902-96-3) + bis(pinacol)diborane (73183-34-3) → 2-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (1375301-91-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; at 90 ℃; for 16h;

Reference yield: 78.0%

(3-amino-2,6-difluorophenyl)(5-iodo-1H-pyrrolo[2,3-b]pyridin-3-yl)methanone (1254567-35-5) + 2-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (1375301-91-9) → (3-amino-2,6-difluorophenyl)(5-(2-cyclopropylpyrimidin-5-yl)-1H-pyrrolo[2,3-b]pyridin-3-yl)methanone

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 100 ℃;

Reference yield:

2-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine (1375301-91-9) + C17H25BrN4O + trifluoroacetic acid (76-05-1) → (x)C2HF3O2*C24H32N6O

Guidance literature:

2-cyclopropyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine; C₁₇H₂₅BrN₄O; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 90 ℃; for 1h; Inert atmosphere; Microwave irradiation;

trifluoroacetic acid;

DOI:10.1021/acs.jmedchem.8b01229

upstream raw materials:

5-bromo-2-cyclopropyl-pyrimidine

bis(pinacol)diborane

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