Home Cart 0 Sign in  

[ CAS No. 1439399-58-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 1439399-58-2
Chemical Structure| 1439399-58-2
Structure of 1439399-58-2 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 1439399-58-2 ]

Related Doc. of [ 1439399-58-2 ]

Alternatived Products of [ 1439399-58-2 ]

Product Details of [ 1439399-58-2 ]

CAS No. :1439399-58-2 MDL No. :MFCD28167826
Formula : C26H24F3N7O3S Boiling Point : -
Linear Structure Formula :- InChI Key :PRAAPINBUWJLGA-UHFFFAOYSA-N
M.W : 571.57 Pubchem ID :71577426
Synonyms :
CB-839;GLS1 Inhibitor III

Safety of [ 1439399-58-2 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1439399-58-2 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Upstream synthesis route of [ 1439399-58-2 ]
  • Downstream synthetic route of [ 1439399-58-2 ]

[ 1439399-58-2 ] Synthesis Path-Upstream   1~5

  • 1
  • [ 13115-43-0 ]
  • [ 1439399-45-7 ]
  • [ 1439399-58-2 ]
YieldReaction ConditionsOperation in experiment
76% With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide In N,N-dimethyl acetamide; ethyl acetate at 20.1 - 26.1℃; for 4 h; To a solution of 110826 (5.5 g, 12.3 mmol, 1.0 equiv.) in N,N-dimethylacetamide (44 mL,8.0 vol. versus 110826) in a 250 mL three neck round-bottom flask was added 2-pyridylacetic acid (2.56 g, 14.8 mmol, 1.2 equiv.). Propylphosphonic anhydride (11.0 g of50percent solution in ethyl acetate, 17.3 mmol, 1.41 equiv.) was charged into a 25 mL additionfunnel and added dropwise to reaction solution at a rate of 5mL/min. During the additionthe internal temperature increased from 20.1°C to 26.1°C. The reaction usually goes tocompletion after 4 hours (determined by LC/MS). Reaction solution was then cooled a 0°Cbath and diluted with methyl ethyl ketone (50 mL). To the stirred reaction solution is added H20 (50 mL). The pH was adjusted to pH6 with 2.5N sodium hydroxide(aq) (28 mL). The yellow precipitate was collected by suction filtration and rinsed with isopropyl alcohol and water (1:1, 50 mL). The air dried solid was then transferred to a 100 mL round bottomflask and slurried in isopropyl alcohol and water (9:1, 50 mL). The slurry was heated to an internal temperature of 65.1°C for 8 hours and cooled to ambient temperature over 16 hours. The off-white precipitate was collected by suction filtration and rinsed 1 x isopropyl alcohol (1 OmL). The retentate was dried under high vacuum to a constant weight to afford 2-(pyridin-2-yl)-N-(5 -(4-(6-(2-(3 -(trifluoromethoxy)phenyl)acetamido)pyridazin-3 -yl)butyl)-1,3,4-thiadiazol-2-yl)acetamide (CB-839); yield of 5.27 g (76percent). ‘H NMR (300MHz, DMSO-d6) ö 12.67 (s, 1H), 11.32 (s, 1H), 8.53-8.49 (m, 1H), 8.22-8.19 (d, J 9.12Hz, 1H), 7.78-7.76 (t, 1H), 7.58-7.26 (m, 7H), 4.01 (s, 2H), 3.87 (s, 2H), 3.01 (bs, 2H), 2.90(bs, 2H), 1.73 (bs, 4H).The XRD pattern of CB-839 crystalline freebase, Form B is shown in FIG. 6.CB-839 freebase, Form B has 20 values 3.64; 7.32; 7.92; 8.53; 9.30; 9.38; 11.02; 11.98;14.70; 15.54; 15.87; 16.50; 16.59; 18.06; 18.39; 19.10; 20.06; 20.12; 20.61; 21.37; 21.89;22.41; 22.74; 23.72; 24.10; 24.65; 25.14; 25.78; 26.49; 27.32; 27.55; 28.26; 29.88; 31.20;31.80; 31.52; 32.80; 34.30; 35.20; 36.41; 38.53; 40.08; 40.94; and 43.86.
Reference: [1] Patent: WO2016/22969, 2016, A1, . Location in patent: Page/Page column 41; 42
  • 2
  • [ 1439399-45-7 ]
  • [ 16179-97-8 ]
  • [ 1439399-58-2 ]
Reference: [1] Patent: WO2013/78123, 2013, A1, . Location in patent: Page/Page column 152; 153
  • 3
  • [ 203302-97-0 ]
  • [ 1439399-58-2 ]
Reference: [1] Patent: WO2013/78123, 2013, A1,
[2] Patent: WO2016/22969, 2016, A1,
  • 4
  • [ 1439400-46-0 ]
  • [ 1439399-58-2 ]
Reference: [1] Patent: WO2013/78123, 2013, A1,
[2] Patent: WO2016/22969, 2016, A1,
  • 5
  • [ 1439400-48-2 ]
  • [ 1439399-58-2 ]
Reference: [1] Patent: WO2013/78123, 2013, A1,
[2] Patent: WO2016/22969, 2016, A1,
Same Skeleton Products
Historical Records