5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine

Base Information

• Chemical Name: 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine
• CAS No.: 1214377-42-0
• Molecular Formula: C7H5BrF3NO
• Molecular Weight: 256.02
• Hs Code.: 2933399090
• European Community (EC) Number: 807-140-9
• DSSTox Substance ID: DTXSID90693829
• Wikidata: Q72446509
• Mol file: 1214377-42-0.mol

Synonyms:5-BROMO-2-METHOXY-3-(TRIFLUOROMETHYL)PYRIDINE;1214377-42-0;Pyridine, 5-bromo-2-methoxy-3-(trifluoromethyl)-;MFCD13185815;5-Bromo-2-methoxy-3-trifluoromethyl-pyridine;5-Bromo-2-methoxy-3-(trifluoromethyl) pyridine;SCHEMBL322071;AMY6513;DTXSID90693829;BCP26226;AKOS015834217;AB66794;CS-W005196;DS-14357;SY011168;5-bromo-2-methoxy-3-trifluoromethylpyridine;FT-0748094;EN300-317004;A857535;J-516948

Chemical Property of 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine

Chemical Property:

• Boiling Point: 208 °C at 760 mmHg
• PKA: -1.38±0.20(Predicted)
• Flash Point: 79.6 °C
• PSA: 22.12000
• Density: 1.637 g/cm³
• LogP: 2.87150
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 254.95066
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

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

5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=N1)Br)C(F)(F)F

Technology Process of 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine

There total 2 articles about 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine 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: 74.0%

2-methoxy-3-(trifluoromethyl)pyridine (121643-44-5) → 5-bromo-2-methoxy-3-(trifluoromethyl)pyridine (1214377-42-0)

Guidance literature:

2-methoxy-3-(trifluoromethyl)pyridine; With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluoroacetic acid; at 20 ℃; for 18h; Inert atmosphere;

With sodium hydrogencarbonate; In n-heptane; ethyl acetate;

Reference yield:

2-chloro-3-trifluoromethyl-pyridine (65753-47-1) → 5-bromo-2-methoxy-3-(trifluoromethyl)pyridine (1214377-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 48 h / 20 °C

2: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluoroacetic acid / 16 h / 20 °C

With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; trifluoroacetic acid; In methanol;

Reference yield:

5-bromo-2-methoxy-3-(trifluoromethyl)pyridine (1214377-42-0) → 1-{(S)-3-[6-(6-methoxy-5-trifluoromethyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-pyrrolidin-1-yl}-propan-1-one hippurate (1354691-99-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine / tert-butyl alcohol / 4 h / Inert atmosphere; Reflux

2.1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2.2: 1.33 h / 20 °C

3.1: water; acetonitrile / 70 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifluoroacetic acid; sodium t-butanolate; di-tert-butyl (2'-methyl-[1,1'-biphenyl]-2-yl)phosphine; In dichloromethane; water; acetonitrile; tert-butyl alcohol;

upstream raw materials:

2-methoxy-3-(trifluoromethyl)pyridine

2-chloro-3-trifluoromethyl-pyridine

Downstream raw materials:

1-[(3S)-3-({5,6,7,8-tetrahydro-6-[6-methoxy-5-(trifluoromethyl)pyridin-3-yl]pyrido[4,3-d]pyrimidin-4-yl}amino)pyrrolidin-1-yl]propan-1-one

1-{(S)-3-[6-(6-methoxy-5-trifluoromethyl-pyridin-3-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-ylamino]-pyrrolidin-1-yl}-propan-1-one hippurate

((S)-3-(6-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ylamino)pyrrolidin-1-yl)((1R,4R)-4-methoxycyclohexyl)methanone

((S)-3-(6-(6-methoxy-5-(trifluoromethyl)pyridin-3-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ylamino)pyrrolidin-1-yl)((1S,4S)-4-methoxycyclohexyl)methanone

Refernces

• 1、 -. "Use of Inhibitors of the Activity or Function of PI3K". Paragraph 0806. . Retrieved 2016/01/09.
• 2、 -. "Use of inhibitors of the activity or function of PI3K". Page/Page column 73; 74. . Retrieved 2013/07/05.