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Chemical Structure| 1408075-00-2 Chemical Structure| 1408075-00-2

Structure of 1408075-00-2

Chemical Structure| 1408075-00-2

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Product Details of [ 1408075-00-2 ]

CAS No. :1408075-00-2
Formula : C8H13NO5
M.W : 203.19
SMILES Code : O=C(O)C(O)=O.C1OCC12CNCC2
MDL No. :MFCD22123302

Safety of [ 1408075-00-2 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1408075-00-2 ]

* 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.

  • Downstream synthetic route of [ 1408075-00-2 ]

[ 1408075-00-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1408075-00-2 ]
  • 6-[(pyrazin-2-yl)({5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiophen-2-yl}methyl)amino]pyridazine-3-carboxylic acid [ No CAS ]
  • 6-{2-oxa-6-azaspiro[3.4]octane-6-carbonyl}-N-(pyrazin-2-yl)-N-({5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiophen-2-yl}methyl)pyridazin-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20.0℃; for 19h; To a solution of compound 1 (19.1 mg, 0.0425 mmol, 1.0 eq) in DMF (1 mL) was added A/,A/-diisopropylethylamine (14.8 pL, 0.0850 mmol, 2.0 eq), HATU (24.3 mg, 0.0638 mmol, 1.5 eq) and pyrrolidine (2) (7.1 mI_, 0.0850 mmol, 2.0 eq). The reaction was stirred at room temperature for 19 h then diluted with EtOAc (10 ml_), washed with 1 M HCI (2 x 10 ml_), H20 (10 ml_), NaHC03 (2 x 10 mL), H20 again (10 mL) and brine (10 mL), dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel chromatography using hexane/EtOAc (1 :0-0: 1 ) yielded compound FI as a yellow solid (14.4 mg, 68%). (1273) MS (ES): Found 502.9 [M+Hf. (1274) 1H NMR (300MHz, DMSO-cf6), d: 8.86 (d, J=1.3 Hz, 1 H), 8.45 (dd, J=2.6, 1.5 Hz, 1 H), 8.36 (d, J=2.4 Hz, 1 H), 7.85 (d, J=9.3 Hz, 1 H), 7.82 (d, J=9.3 Hz, 1 H), 7.75 (d, J=3.8 Hz, 1 H), 7.32 (d, J=3.8 Hz, 1 H), 5.76 (s, 2H), 3.69-3.77 (m, 2H), 3.50- 3.58 (m, 2H), 1.83-1.92 (m, 4H). (1275) 19F NMR (282MHz, DMSO-cf6), d: -64.79 (s, 3F).
  • 2
  • [ 1408075-00-2 ]
  • 6-[(pyrazin-2-yl)({5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiophen-2-yl}methyl)amino]pyridazine-4-carboxylic acid [ No CAS ]
  • 5-{2-oxa-6-azaspiro[3.3]heptane-6-carbonyl}-N-(pyrazin-2-yl)-N-({5-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]thiophen-2-yl}methyl)pyridazin-3-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% To a solution of acid 1 (50 mg, 0.1 1 mmol) in DMF (1 ml_) was added N- methylmorpholine (61 mI_, 0.56 mmol) followed by PyBOP (87 mg, 0.17 mmol). The reaction mixture was stirred for 30 min at rt before addition of 2-oxa-6- azaspiro[3.3]heptane oxalate (42 mg, 0.22 mmol). After 20 h the reaction mixture was diluted with EtOAc (30 ml_), washed with HCI solution (5%, 3 x 10 ml_), water (10 ml_), sodium bicarbonate solution (5%, 3 x 5 ml_), and brine (10 ml_), before being dried over MgS04, filtered and concentrated in vacuo. Purification by flash column chromatography with EtOAc/MeOH (1 :0 to 4:1 ) afforded FZ as pale yellow solids (27 mg, 46%). (1429) LCMS (ES): Found 530.9 [M+Hf. 1H NMR (300 MHz, DMSO-cf6) d: 9.01 (d, J=1.7 Hz, 1 H), 8.83 (d, J=1.3 Hz, 1 H), (1430) 8.43 (dd, J=2.5, 1.4 Hz, 1 H), 8.34 (d, J=2.6 Hz, 1 H), 7.81 (d, J=1.7 Hz, 1 H), 7.76 (d, J=3.8 Hz, 1 H), 7.32 (d, J=3.8 Hz, 1 H), 5.77 (s, 2H), 4.66 (dd, J=1 1.3, 7.0 Hz, (1431) 4H), 4.47 (s, 2H), 4.23 (s, 2H). (1432) 19F NMR (282 MHz, DMSO-cf6) d: -64.80 (s, 3F).
 

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