4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine

Base Information

• Chemical Name: 4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine
• CAS No.: 945978-64-3
• Molecular Formula: C18H12ClF4N3O
• Molecular Weight: 397.759
• Mol file: 945978-64-3.mol

Synonyms:4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine

Chemical Property of 4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine

Chemical Property:

• PSA: 61.76000
• LogP: 5.13080

Purity/Quality:

99.0.% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine

There total 6 articles about 4-Chloro-6-[2,2,2-trifluoro-1-(3\'-fluoro[1,1\'-biphenyl]-4-yl)ethoxy]-2-pyrimidinamine 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: 73.0%

2-Amino-4,6-dichloropyrimidine (56-05-3) + 2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethan-1-ol (945978-63-2) → 4-chloro-6-(2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethoxy)pyrimidin-2-amine (945978-64-3)

Guidance literature:

With NaH; In tetrahydrofuran; mineral oil;

Reference yield: 30.0%

2-Amino-4,6-dichloropyrimidine (56-05-3) + 2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethan-1-one → 4-chloro-6-(2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethoxy)pyrimidin-2-amine (945978-64-3)

Guidance literature:

2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethan-1-one; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

2-Amino-4,6-dichloropyrimidine; In tetrahydrofuran; at 50 ℃;

DOI:10.1021/acs.orglett.0c01117

Reference yield:

4'-bromo-3-fluoro-1,1'-biphenyl → 4-chloro-6-(2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethoxy)pyrimidin-2-amine (945978-64-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: palladium diacetate; N-Methyldicyclohexylamine; triethylamine; xantphos Pd G₄; tri tert-butylphosphoniumtetrafluoroborate / toluene / 16 h / 80 °C / Inert atmosphere; Sealed tube

2.1: tetramethylammonium fluoride / toluene / 2 h / 20 °C / Inert atmosphere; Sealed tube; Glovebox

2.2: 1 h / 20 °C / Inert atmosphere; Glovebox; Sealed tube

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

3.2: 50 °C

With N-Methyldicyclohexylamine; tetramethylammonium fluoride; palladium diacetate; xantphos Pd G₄; sodium hydride; triethylamine; tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; toluene; mineral oil; 1.1: |Weinreb Ketone Synthesis;

DOI:10.1021/acs.orglett.0c01117

upstream raw materials:

2-Amino-4,6-dichloropyrimidine

2,2,2-trifluoro-1-(3'-fluoro-[1,1'-biphenyl]-4-yl)ethan-1-ol

3-fluorophenylboronic acid

1,4-bromoiodobenzene

Downstream raw materials:

C₂₄H₁₉F₄N₅O₃S

C₂₆H₂₃F₄N₅O₃S

(2S)-methyl 3-(4-(2-amino-6-(2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy)pyrimidin-4-yl)phenoxy)-2-(tritylamino)propanoate

methyl 2-(4-(2-amino-6-(2,2,2-trifluoro-1-(3'-fluorobiphenyl-4-yl)ethoxy)pyrimidin-4-yl)phenylamino)-2-oxoacetate

Refernces

• 1、 -. "METHODS OF TREATING SEROTONIN-MEDIATED DISEASES AND DISORDERS". . . Retrieved 2009/01/24.
• 2、 -. "METHODS OF AFFECTING GASTROINTESTINAL TRANSIT AND GASTRIC EMPTYING, AND COMPOUNDS USEFUL THEREIN". . . Retrieved 2009/02/11.