CO-1686 intermediate 1

Base Information

• Chemical Name: CO-1686 intermediate 1
• CAS No.: 1374507-25-1
• Molecular Formula: C14H10ClF3N4O
• Molecular Weight: 342.708
• Mol file: 1374507-25-1.mol

Synonyms:CO-1686 intermediate 1;N-(3-((2-chloro-5-(trifluoromethyl)pyri midin-4-yl)amino)phenyl)acrylamide;N-[3-[[2-Chloro-5-(trifluoromethyl)-4-pyrimidinyl]amino]phenyl]-2-propenamide

Chemical Property of CO-1686 intermediate 1

Chemical Property:

• Boiling Point: 519.7±50.0 °C(Predicted)
• PKA: 13.21±0.70(Predicted)
• PSA: 66.91000
• Density: 1.476±0.06 g/cm3(Predicted)
• LogP: 4.16290
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

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

N-(3-{[2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}phenyl)prop-2-enamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(3-{[2-Chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino}phenyl)prop-2-enamide can be used as potent BTK and JAK3 dual inhibitors.

Technology Process of CO-1686 intermediate 1

There total 14 articles about CO-1686 intermediate 1 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: 69.5%

N′-(2-chloro-5-(trifluoromethyl)pyrimidin-4-yl)phenyl-1,3-diamine (1374507-24-0) + acryloyl chloride (814-68-6,25189-84-8) → N-[3-[[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino]phenyl]prop-2-enamide (1374507-25-1)

Guidance literature:

In tetrahydrofuran; at -35 - 0 ℃; for 4h;

Reference yield: 61.0%

2,4-dichloro-5-trifluoromethylpyrimidine (3932-97-6) + Ν-(3-aminophenyl)prop-2-enamide (16230-24-3) → N-[3-[[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino]phenyl]prop-2-enamide (1374507-25-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In butan-1-ol; at 20 ℃;

DOI:10.1016/j.bmc.2019.115236

Reference yield:

tert-butyl (3-((2-chloro-5-(trifluoromethyl)pyrimidin-4-yl)amino)phenyl)aminocarboxylate (1374507-23-9) + acryloyl chloride (814-68-6,25189-84-8) → N-[3-[[2-chloro-5-(trifluoromethyl)pyrimidin-4-yl]amino]phenyl]prop-2-enamide (1374507-25-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 30 ℃; for 1h;

upstream raw materials:

(3-aminophenyl)carbamic acid tert-butyl ester

acryloyl chloride

2,4-dichloro-5-trifluoromethylpyrimidine

N′-(2-chloro-5-(trifluoromethyl)pyrimidin-4-yl)phenyl-1,3-diamine

Downstream raw materials:

(N-(3-(2-(4-(4-acetylpiperazin-1-yl)-2-methoxyphenylamino)-5-(trifluoromethyl)pyrimidin-4-ylamino)phenyl)acrylamide)

Refernces

• 1、 -. "BTK (Bruton's tyrosine kinase) inhibitors". Paragraph 0106; 0107; 0108. . Retrieved 2018/08/28.
• 2、 -. "A including a spiro ring or bridge of the pyrimidines". . . Retrieved 2017/08/25.