CCT245737

Base Information

• Chemical Name: CCT245737
• CAS No.: 1489389-18-5
• Molecular Formula: C₁₆H₁₆F₃N₇O
• Molecular Weight: 379.345
• Mol file: 1489389-18-5.mol

Synonyms:CCT245737

Chemical Property of CCT245737

Chemical Property:

• Boiling Point: 547.2±50.0 °C(Predicted)
• PKA: 8.56±0.40(Predicted)
• PSA: 107.78000
• Density: 1.44±0.1 g/cm3(Predicted)
• LogP: 2.38078

Purity/Quality:

99% ^*data from raw suppliers

CCT245737 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: CCT245737 is a CHK inhibitor.

Technology Process of CCT245737

There total 13 articles about CCT245737 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: 89.0%

tert-butyl (S)-2-(((2-((5-cyanopyrazin-2-yl)amino)-5-(trifluoromethyl)pyridin-4-yl)amino)methyl)morpholine-4-carboxylate → CCT245737 (1489389-18-5)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.666667h;

Reference yield: 64.0%

(R)-tert-butyl 2-((2-(5-cyanopyrazin-2-ylamino)-5-(trifluoromethyl)pyridin-4-ylamino)methyl)morpholine-4-carboxylate → 5-[[4-[[(2S)-morpholin-2-yl]methylamino]-5-(trifluoromethyl)-2-pyridyl]amino]pyrazine-2-carbonitrile (1489389-18-5)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 0.666667h;

Reference yield:

tert-butyl (2R)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)morpholine-4-carboxylate (135065-64-4) → CCT245737 (1489389-18-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 20 - 80 °C

1.2: 2.5 h / 80 °C

2.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; caesium carbonate / 1,4-dioxane / 29 h / 100 °C / Inert atmosphere

3.1: trifluoroacetic acid; chlorotriisopropylsilane / dichloromethane / 0.67 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; chlorotriisopropylsilane; sodium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

tert-butyl (2R)-2-({[(4-methylphenyl)sulfonyl]oxy}methyl)morpholine-4-carboxylate

(R)-2-hydroxymethylmorpholine-4-carboxylic acid tert-butyl ester

2-amino-5-cyanopyrazine

2-chloro-5-(trifluoromethyl)pyridine-4-carboxylic acid

Refernces

• 1、 Osborne, James D.,Matthews, Thomas P.,McHardy, Tatiana,Proisy, Nicolas,Cheung, Kwai-Ming J.,Lainchbury, Michael,Brown, Nathan,Walton, Michael I.,Eve, Paul D.,Boxall, Katherine J.,Hayes, Angela,Henley, Alan T.,Valenti, Melanie R.,De Haven Brandon, Alexis K.,Box, Gary,Jamin, Yann,Robinson, Simon P.,Westwood, Isaac M.,Van Montfort, Rob L. M.,Leonard, Philip M.,Lamers, Marieke B. A. C.,Reader, John C.,Aherne, G. Wynne,Raynaud, Florence I.,Eccles, Suzanne A.,Garrett, Michelle D.,Collins, Ian. "Multiparameter Lead Optimization to Give an Oral Checkpoint Kinase 1 (CHK1) Inhibitor Clinical Candidate: (R)-5-((4-((Morpholin-2-ylmethyl)amino)-5-(trifluoromethyl)pyridin-2-yl)amino)pyrazine-2-carbonitrile (CCT245737)". . p. 5221 - 5237. Retrieved 2016/07/06.