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Structure of 950858-65-8

Chemical Structure| 950858-65-8

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Product Details of [ 950858-65-8 ]

CAS No. :950858-65-8
Formula : C8H12N2O2
M.W : 168.19
SMILES Code : CC(C)(C)N1C=C(C=N1)C(O)=O
MDL No. :MFCD09934934
InChI Key :UQRFFZHSJYVBMX-UHFFFAOYSA-N
Pubchem ID :24696291

Safety of [ 950858-65-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H332-H335
Precautionary Statements:P261-P280-P305+P351+P338

Application In Synthesis of [ 950858-65-8 ]

* 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 [ 950858-65-8 ]
  • Downstream synthetic route of [ 950858-65-8 ]

[ 950858-65-8 ] Synthesis Path-Upstream   1~4

  • 1
  • [ 682757-49-9 ]
  • [ 950858-65-8 ]
YieldReaction ConditionsOperation in experiment
78%
Stage #1: With methanol; lithium hydroxide; water In tetrahydrofuran at 25℃; for 12 h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran; methanol; ethyl acetate
Method 66; 1 -fert-Butyl- lH-pyrazole-4-carboxylic acid; A solution of ethyl l-ter^butyl-lH-pyrazole-3-carboxylate (Method 65; 327 mg, 1.66 mmol) in THF-MeOH-H2O (3:1:1, 8 ml) was treated with LiOH (120 mg, 5.0 mmol). The reaction mixture was stirred at 25 0C for 12 h. H2O and EtOAc were added to the reaction mixture and the resulting solution was acidified with 10percent HCl. The organics were dried with Na2SO4(s) and concentrated under reduced pressure to yield 217 mg (78 percent). m/z 168.
References: [1] Patent: WO2007/71963, 2007, A2, . Location in patent: Page/Page column 59.
  • 2
  • [ 70951-85-8 ]
  • [ 950858-65-8 ]
YieldReaction ConditionsOperation in experiment
67% With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5 h; To a -78 0C solution of 4-bromo-l -7-butyI-lH-pyrazole (15 g, 74.3 mmol) in anhydrous THF (100 mL) was added /7-BuLi (2.5 M in hexane, 53 mL, 132 mmol) under N2, and the resulting mixture was stirred at -78°C for 30 min. Excess dry ice was added at -78 0C, and the mixture was warmed slowly to RT and stirred overnight. The reaction was concentrated in vacuo, water was added and the pH was adjusted to pH 3 by the addition of 2N aq HCI. The aqueous solution was extracted with EtOAc. The extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. The residue was recrystallized (EtO Ac-pet, ether) to give 1 -/-butyl- lH-pyrazole-4-carboxylic acid (8.0 g, 67 percent yield). 1H NMR (300 MHz, CDCl3): ^ 8.10 (s, 1 H), 8.03 (s, 1 H), 1.64 (s, 9 H); MS (ESI) m/z: 168.9 [M+Hf.
References: [1] Patent: WO2008/33999, 2008, A2, . Location in patent: Page/Page column 84.
  • 3
  • [ 80370-42-9 ]
  • [ 7400-27-3 ]
  • [ 950858-65-8 ]
References: [1] Patent: US2007/225280, 2007, A1, . Location in patent: Page/Page column 31.
  • 4
  • [ 37622-90-5 ]
  • [ 75-65-0 ]
  • [ 950858-65-8 ]
References: [1] Patent: WO2018/71282, 2018, A1, . Location in patent: Page/Page column 45; 46.
 

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