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[ CAS No. 38186-87-7 ] {[proInfo.proName]}

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Chemical Structure| 38186-87-7
Chemical Structure| 38186-87-7
Structure of 38186-87-7 * Storage: {[proInfo.prStorage]}
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Product Details of [ 38186-87-7 ]

CAS No. :38186-87-7 MDL No. :MFCD11036153
Formula : C6H3BrFNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 220.00 Pubchem ID :-
Synonyms :

Safety of [ 38186-87-7 ]

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

Application In Synthesis of [ 38186-87-7 ]

* 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 [ 38186-87-7 ]

[ 38186-87-7 ] Synthesis Path-Downstream   1~9

YieldReaction ConditionsOperation in experiment
/BRN= 386414/, KMnO4;
  • 3
  • [ 38186-87-7 ]
  • 5′-chloro-3-fluoro-6′-(2-methylpropoxy)-N-(methylsulfonyl)-2,3′-bipyridine-5-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 48 h / 20 °C 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 60 °C / Inert atmosphere; Sealed tube
  • 4
  • [ 870-46-2 ]
  • [ 38186-87-7 ]
  • tert-butyl 2-(6-bromo-5-fluoropyridine-3-carbonyl)hydrazine-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane; ethyl acetate at 20℃; tert-butyl 2-(6-bromo-5-fluoropyridine-3-carbonyl)hydrazine-1-carboxylate T3P (50% in ethyl acetate) (19.7 ml_ of a 50% solution in EtOAc, 33.1 mmol) was added dropwise to a stirred solution of 6-bromo-5-fluoropyridine-3-carboxylic acid (4.9 g, 22.0 mmol), tert-butyl hydrazinecarboxylate (3.5 g, 26.5 mmol) and triethylamine (7.7 ml_, 55.1 mmol) dissolved in DCM (200 ml_). After the addition was complete the mixture was stirred at RT overnight. The following day crude NMR showed conversion to the desired product. The organcis were washed with water (3 x 50 ml_) and the product precipitated as a white solid. This was filtered and dried giving the desired product (5.04 g, 68% yield) as a white solid. This was used in the next step without any further purification. (2193) 1 H NMR (250 MHz, DMSO-d6) d 10.63 (s, 1 H), 9.09 (s, 1 H), 8.72 (s, 1 H), 8.23 (dd, J = 8.6, 1.8 Hz, 1 H), 1.42 (s, 9H). (2194) LC-MS (Method 3): Rt = 0.98 min; MS (ESIpos): m/z = 334 [M+H]+
  • 5
  • [ 38186-87-7 ]
  • 6-(4,4-Difluorocyclohexyl)-5-fluoropyridine-3-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; 1,4-dioxane / 8 h / 90 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere
  • 6
  • [ 38186-87-7 ]
  • 6-(4,4-Difluorocyclohexyl)-5-fluoropyridine-3-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; 1,4-dioxane / 8 h / 90 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere 3: HATU; ammonium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 h / 20 °C
  • 7
  • [ 38186-87-7 ]
  • 6-(4,4-Difluorocyclohexyl)-5-fluoropyridine-3-carbonitrile [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; 1,4-dioxane / 8 h / 90 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere 3: HATU; ammonium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 h / 20 °C 4: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 2 h / 20 °C
  • 8
  • [ 38186-87-7 ]
  • tert-butyl N-[[6-(4,4-difluorocyclohexyl)-5-fluoropyridin-3-yl]methyl]carbamate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate / water; 1,4-dioxane / 8 h / 90 °C / Inert atmosphere 2: palladium 10% on activated carbon; hydrogen / methanol / 5 h / 20 °C / Inert atmosphere 3: HATU; ammonium chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 5 h / 20 °C 4: triethylamine; trifluoroacetic anhydride / tetrahydrofuran / 2 h / 20 °C 5: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / methanol
  • 9
  • [ 1227068-84-9 ]
  • [ 38186-87-7 ]
  • 6-(4,4-Difluorocyclohex-1-en-1-yl)-5-fluoronicotinic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
452.4 mg With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; caesium carbonate In 1,4-dioxane; water at 90℃; for 8h; Inert atmosphere; 1 Step 1: 6-(4,4-difluorocyclohex-1-en-1-yl)-5-fluoronicotinic acid 6-Bromo-5-fluoropyridine-3-carboxylic acid (500.0 mg, 2.2 mmol, 1.0 equiv.) was dissolved in 1,4-dioxane (10 mL) and water (1 mL), then Cs2CO3 (1.5 g, 4.5 mmol, 2.0 equiv.), Pd(dppf)Cl2 (166.3 mg, 0.2 mmol, 0.1 equiv.) and 2-(4,4-difluorocyclohex-1-en-1-yl)- 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (832.1 mg, 3.4 mmol, 1.5 equiv.) were added under an atmosphere of nitrogen. The reaction mixture was heated to 90 °C for 8 hours, then cooled to ambient temperature and concentrated under vacuum. The residue was diluted with water and then washed with ethyl acetate. The aqueous layer was adjusted to pH 1 with aqueous HCl (2 M). The solids were collected by filtration and dried to give 6-(4,4-difluorocyclohex- 1-en-1-yl)-5-fluoronicotinic acid (452.4 mg) as a white solid. LCMS Method CB: [M-H]- = 256.
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