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[ CAS No. 658085-42-8 ] {[proInfo.proName]}

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Chemical Structure| 658085-42-8
Chemical Structure| 658085-42-8
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Product Details of [ 658085-42-8 ]

CAS No. :658085-42-8 MDL No. :MFCD20658858
Formula : C8H8FNO2 Boiling Point : -
Linear Structure Formula :- InChI Key :SFNAZQPORDGVBS-UHFFFAOYSA-N
M.W : 169.15 Pubchem ID :22313083
Synonyms :

Safety of [ 658085-42-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 658085-42-8 ]

* 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.

  • Downstream synthetic route of [ 658085-42-8 ]

[ 658085-42-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 658085-42-8 ]
  • [ 24424-99-5 ]
  • [ 658085-43-9 ]
YieldReaction ConditionsOperation in experiment
60% With hydrogen; In tetrahydrofuran; for 2h;Heating / reflux; B) To a solution of compound A (0.85 g, 5 mmol) in tetrahydrofuran (10 [ML)] was added BOC anhydride (1.38 g) and the mixture was refluxed for 1 h. More BOC anhydride (1 g) was added. After 1 h, the mixture was concentrated and the residue was washed with 0.5 N [HC1] and filtered, dried in vacuo to afford the N-BOC protected derivative of 2-methyl-5-amino-4-fluorobenzoic acid (820 mg, 60%). LC/MS; (M+H) + = 270.
  • 2
  • [ 64695-92-7 ]
  • [ 658085-42-8 ]
YieldReaction ConditionsOperation in experiment
97% With hydrogen;palladium 10% on activated carbon; In ethanol; under 1551.49 Torr; for 3h; A) To a solution of 2-methyl-5-nitro-4-fluorobenzoic acid (1.77 g, 8. 9 mmol, for preparation see Coll. Czech. Chem. Commun. 1977, 42, [2001)] in ethanol (15 mL) was added 10% Pd/C (50 mg) and the mixture was subjected to hydrogenation under 30 psi of pressure. After 3 h, hydrogen was removed and the mixture was filtered and the filtrate was concentrated [IN VACUUM] to afford 2-methyl-5- [AMINO-4-FLUOROBENZOIC] acid (1.45 g, 97%). LC/MS; [(M+H) +=] 170.
  • 3
  • [ 658085-42-8 ]
  • 6-bromo-4-fluoro-3-isopropyl-3H-imidazo[4,5-c]pyridine [ No CAS ]
  • 5-((6-bromo-3-isopropyl-3H-imidazo[4,5-c]pyridin-4-yl)amino)-4-fluoro-2-methylbenzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
(1219) To a solution of <strong>[658085-42-8]5-amino-4-fluoro-2-methylbenzoic acid</strong> (2.0 g, 18 mmol) in DMF (40 mL) was added sodium hydride (1.4 g, 36 mmol) over a period of 5 minutes. The mixture was stirred at room temperature for 15 minutes followed by the addition of 6-bromo-4- fluoro-3-isopropyl-3H-imidazo[4,5-c]pyridine (5.5 g, 21 mmol). After stirring at room temperature for 16 hours, the reaction mixture was quenched with water (200 mL). The slurry was stirred for 1 hour, filtered, and washed with water to give 6-bromo-N-(3-fluoropyridin-4- yl)-3-isopropyl-3H-imidazo[4,5-c]pyridin-4-amine
In a 250 mL, round bottomed, single necked flask equipped with arefluxcondenser was placed 5-amino-4-fluoro-2-methyl-benzoic acid (2.0 g, 11 mmol) in DMF (40 mL). To this was added NaH (60%, 1.6 g, 39 mmol), and the resulting mixture was stirred at RT for 15 minutes followed by the addition of 6-bromo-4-fluoro-3-isopropyl-imidazo[4,5-c]pyridine (7) (2.0 g, 7.8 mmol). After the mixture was stirred at 60 C for 16 h, it was cooled to RT and quenched with water followed by the addition of 10% citric acid to adjust to its pH to ~ 5. The precipitates were filtered, washed with water, and dried to give the title compound.
In a 250 mL, round bottomed, single necked flask equipped with arefluxcondenser was placed 5-amino-4-fluoro-2-methyl-benzoic acid (2.0 g, 11 mmol) in DMF (40 mL). To this was added NaH (60%, 1.6 g, 39 mmol), and the resulting mixture was stirred at RT for 15 minutes followed by the addition of 6-bromo-4-fluoro-3-isopropyl-imidazo[4,5-c]pyridine (7) (2.0 g, 7.8 mmol). After the mixture was stirred at 60 C for 16 h, it was cooled to RT and quenched with water followed by the addition of 10% citric acid to adjust to its pH to ~ 5. The precipitates were filtered, washed with water, and dried to give the title compound.
  • 4
  • [ 658085-42-8 ]
  • [ 1029716-05-9 ]
  • 5-amino-4-fluoro-N-(1-(methoxymethyl)cyclopropyl)-2-methylbenzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; at 20℃; for 48h; To a mixture of <strong>[658085-42-8]5-amino-4-fluoro-2-methylbenzoic acid</strong> (200.0 mg, 1.2 mmol), 1- (methoxymethyl)cyclopropan-1-amine (235.4 mg, 2.4 mmol), and DIPEA (1.0 mL, 5.9 mmol) was added T3P (1.4 mL, 2.4 mmol). After stirring at room temperature for 48 h, the reaction was quenched with water and the organic layers were extracted with EtOAc. The combined organic layers were washed with water and brine, dried (Na2SO4), and concentrated to give 5- amino-4-fluoro-N-(1-(methoxymethyl)cyclopropyl)-2-methylbenzamide
  • 5
  • [ 658085-42-8 ]
  • tert-butyl 6-(4-[2-fluoro-5-(isopropylcarbamoyl)-4-methylphenyl]amino}-3-isopropylimidazo[4,5-c]pyridin-6-yl)-2-oxo-1-[(1s,3s)-3-(piperidin-1-yl)cyclobutyl]spiro[indole-3 ,4’-piperidine]-1‘-carboxylate [ No CAS ]
  • 6
  • [ 658085-42-8 ]
  • tert-butyl 6-(4-[2-fluoro-5-(isopropylcarbamoyl)-4-methylphenyl]amino}-3-isopropylimidazo[4,5-c]pyridin-6-yl)-2-oxo-1-[(1s,3s)-3-[(3R)-3-(ethoxycarbonyl)piperidin-1-yl]cyclobutyl]spiro[indole-3,4'-piperidine]-1'-carboxylate [ No CAS ]
  • 7
  • [ 658085-42-8 ]
  • 5-((6-(1'-(10-((2-(2,6-dioxopiperidin-3-yl)-1,3-dioxoisoindolin-4-yl)amino)decanoyl)-2-oxo-1-((1s,3s)-3-(piperidin-1-yl)cyclobutyl)spiro[indoline-3,4'-piperidin]-6-yl)-3-isopropyl-3H-imidazo[4,5-c]pyridin-4-yl)amino)-4-fluoro-N-isopropyl-2-methylbenzamide [ No CAS ]
  • 8
  • [ 658085-42-8 ]
  • piperidin-4-yl 6-(4-[2-fluoro-5-(isopropylcarbamoyl)-4-methylphenyl]amino}-3-isopropylimidazo[4,5-c]pyridin-6-yl)-2-oxo-1-[(1s,3s)-3-(piperidin-1-yl)cyclobutyl]spiro[indole-3,4'-piperidine]-1'-carboxylate [ No CAS ]
  • 9
  • [ 658085-42-8 ]
  • 4-fluoro-N-isopropyl-5-((3-isopropyl-6-(2-oxo-1-((1s,3s)-3-(piperidin-1-yl)cyclobutyl)spiro[indoline-3,4’-piperidin]-6-yl)-3H-imidazo[4,5-c]pyridin-4-yl)amino)-2-methylbenzamide [ No CAS ]
  • 10
  • [ 658085-42-8 ]
  • 5-((6-bromo-3-isopropyl-3H-imidazo[4,5-c]pyridin-4-yl)amino)-4-fluoro-N-isopropyl-2-methylbenzamide [ No CAS ]
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