2,6-Dichloro-5-fluoropyridin-3-amine

Base Information

• Chemical Name: 2,6-Dichloro-5-fluoropyridin-3-amine
• CAS No.: 152840-65-8
• Molecular Formula: C₅H₃Cl₂FN₂
• Molecular Weight: 180.997
• Hs Code.: 2933399090
• UNII: 53SL35HDF2
• DSSTox Substance ID: DTXSID60566399
• Wikidata: Q82451993
• Mol file: 152840-65-8.mol

Synonyms:2,6-Dichloro-5-fluoropyridin-3-amine;152840-65-8;3-AMINO-2,6-DICHLORO-5-FLUOROPYRIDINE;2,6-DICHLORO-5-FLUORO-3-PYRIDINAMINE;5-Amino-2,6-dichloro-3-fluoropyridine;53SL35HDF2;MFCD11044255;3-PYRIDINAMINE, 2,6-DICHLORO-5-FLUORO-;2,6-DICHLORO-5-FLUOROPYRIDIN-3-AMINE HCL;UNII-53SL35HDF2;SCHEMBL8235252;DTXSID60566399;AKOS006307067;AB62906;AM62467;2,6-Dichloro-5-fluoro-pyridin-3-amine;AC-25143;DS-14302;SY060422;CS-0005626;5-AMINO-2,6-DICHLORO-3-FLUORO-PYRIDINE;EN300-1982054;A883870

Chemical Property of 2,6-Dichloro-5-fluoropyridin-3-amine

Chemical Property:

• Boiling Point: 295.7±35.0 °C(Predicted)
• PKA: -1.02±0.10(Predicted)
• PSA: 38.91000
• Density: 1.601±0.06 g/cm3(Predicted)
• LogP: 2.69090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 179.9657317
• Heavy Atom Count: 10
• Complexity: 124

Purity/Quality:

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

2,6-Dichloro-5-fluoropyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=NC(=C1F)Cl)Cl)N
• Uses: 2,6-Dichloro-5-fluoro-3-pyridinamine is mainly used in organic synthesis and pharmaceutical intermediates.

Technology Process of 2,6-Dichloro-5-fluoropyridin-3-amine

There total 1 articles about 2,6-Dichloro-5-fluoropyridin-3-amine 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:

2,6-dichloro-5-fluoropyridine-3-carboxamide (113237-20-0) → 2,6-dichloro-5-fluoropyridine-3-amine (152840-65-8)

Guidance literature:

With lead(IV) acetate; hydrogenchloride; Yield given. Multistep reaction; 1.) t-BuOH, 100 deg C, 3 h, 2.) Et₂O, 0 deg C, 4 h;

DOI:10.1002/hlca.19940770419

Reference yield:

2,6-dichloro-5-fluoropyridine-3-amine (152840-65-8) → N-benzyloxy-5-chloro-3-cyclopropyl-6-fluoro-3H-imidazo<4,5-b>pyridine-2-acetamide (157402-71-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) oxalyl chloride, 3.) K₂CO₃ / 1.) Et₂O, r.t., 6 h; 2.) Et₂O, 24 deg C, 16 h, 0 deg C, 1 h; 3.) DMF, 155-160 deg C, 48 h

2: 1.) LiN(Me₃Si)2 / 1.) -75 deg C, THF, 2 h; 2.) -75 deg C, 2 h, THF

3: 95 percent / NaCN, NH₃ / methanol / 1 h / 45 - 50 °C / 1.) 45-50 deg C, 1 h, 24 deg C, 95percent

4: 69 percent / ethanol; H₂O / 48 h / 73 °C

With oxalyl dichloride; sodium cyanide; ammonia; potassium carbonate; lithium hexamethyldisilazane; In methanol; ethanol; water;

DOI:10.1002/hlca.19940770419

Reference yield:

2,6-dichloro-5-fluoropyridine-3-amine (152840-65-8) → 7-(benzyloxy)-2-chloro-10-cyclopropyl-3-fluoro-6,7,8,10-tetrahydropyrido<2',3':4,5>imidazo<1,2-c>pyrimidine-6,8-dione (157402-72-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) oxalyl chloride, 3.) K₂CO₃ / 1.) Et₂O, r.t., 6 h; 2.) Et₂O, 24 deg C, 16 h, 0 deg C, 1 h; 3.) DMF, 155-160 deg C, 48 h

2: 1.) LiN(Me₃Si)2 / 1.) -75 deg C, THF, 2 h; 2.) -75 deg C, 2 h, THF

3: 95 percent / NaCN, NH₃ / methanol / 1 h / 45 - 50 °C / 1.) 45-50 deg C, 1 h, 24 deg C, 95percent

4: 69 percent / ethanol; H₂O / 48 h / 73 °C

5: 85 percent / tetrahydrofuran / 1 h / 65 - 70 °C

With oxalyl dichloride; sodium cyanide; ammonia; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; ethanol; water;

DOI:10.1002/hlca.19940770419

upstream raw materials:

2,6-dichloro-5-fluoropyridine-3-carboxamide

Downstream raw materials:

N-benzyloxy-5-chloro-3-cyclopropyl-6-fluoro-3H-imidazo<4,5-b>pyridine-2-acetamide

7-(benzyloxy)-2-chloro-10-cyclopropyl-3-fluoro-6,7,8,10-tetrahydropyrido<2',3':4,5>imidazo<1,2-c>pyrimidine-6,8-dione

7-(benzyloxy)-10-cyclopropyl-3-fluoro-2-(piperazin-1-yl)-6,7,8,10-tetrahydropyrido<2',3':4,5>imidazo<1,2-c>pyrimidine-6,8-dione

7-(benzyloxy)-10-cyclopropyl-3-fluoro-2-(4-methylpiperazin-1-yl)-6,7,8,10-tetrahydropyrido<2',3':4,5>imidazo<1,2-c>pyrimidine-6,8-dione

Refernces