Alternatived Products of [ 677306-38-6 ]
Product Details of [ 677306-38-6 ]
| CAS No. : | 677306-38-6 |
MDL No. : | MFCD03840644 |
| Formula : |
C8H6N2O2
|
Boiling Point : |
No data available |
| Linear Structure Formula : | - |
InChI Key : | KGKZHHIUOZGUNP-UHFFFAOYSA-N |
| M.W : |
162.15
|
Pubchem ID : | 21982323 |
| Synonyms : |
|
Safety of [ 677306-38-6 ]
Application In Synthesis of [ 677306-38-6 ]
* 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 [ 677306-38-6 ]
- 1
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[ 192945-49-6 ]
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[ 677306-38-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 87% |
|
A solution of sodium hydroxide (1.70 g, 42.6 mmol) in water (25 ml) was added to a solution of <strong>[192945-49-6]methyl 1H-indazole-4-carboxylate</strong> (Description 9,2. 50 g, 14.2 mmol) in ethanol (50 ml) and the resulting mixture heated at reflux overnight. The ethanol was removed from the cooled reaction mixture by evaporation and the aqueous phase then acidified by the addition of conc. HCI. The resultant precipitate was collected by filtration and dried under vacuum to give the title compound as an orange solid (2.0 g, 87%). H NMR (400 MHZ, DMSO-D6) 8 7. 48 (lH, m), 7.81 (1H, dd, J7.4 and 0. 7), 7.85 (1H, dd, J 8. 4 and 0.8), 8.42 (1H, d, J0.8), 9.20 (1H, br s). |
| 56% |
|
To a stirred solution of <strong>[192945-49-6]indazole-4-carboxylic acid methyl ester</strong> (0.3 g 1.7 mmol) in 10 mL methanol, NaOH (0.27 g, 6.8 mmol) in 2 mL of water was added and the reaction mixture was refluxed for 6 h. The reaction was cooled and the solvent was evaporated under reduced pressure and 2 mL of water was added. The solution was cooled on ice and compound was precipitated by adding concentrated HCl drop-wise. The resulting yellow precipitate was collected and washed with acidic water and dried (0.15 g, 56%). m.p. 223-226 C. 1H NMR (400 MHz, DMSO-d6, TMS) delta 10.20 (bs, 2H), 7.75 (d, 1H), 7.60 (d, 1H), 7.35 (d, 1H), 7.28 (t, 1H). |
- 2
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[ 677306-38-6 ]
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[ 18107-18-1 ]
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[ 192945-49-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 50% |
In methanol; diethyl ether; dichloromethane; at 20℃; |
Synthesis of lH-Indazole-4-carboxylic acid methyl ester (18a): To a solution of lH-Indazole-4-carboxylic acid (lOOmg, 0.62 mmol) in 6 mL of methanol-dichloromethane (1 : 1) was added trimethylsilyl diazomethane (2.0 M in ethyl ether) dropwise at room temperature. More trimethylsilyl diazomethane was added until the starting material disappeared. Solvent was removed carefully and the residue was purified by column chromatography (50% ethyl acetate/hexanes). The product (54 mg, 50%) was obtained as a colorless solid. MS (ES) M+H expected = 177.1, found = 177.2. |
|
In methanol; toluene; at 20℃; |
Indazole-4-carboxylic acid (2.00 g, 12.3 mmol) is suspended in methanol (20 mL) and toluene (30 mL) at room temperature. A solution of 2M trimethylsilyl diazomethane (12 mL, 24 mmol) in toluene is added slowly and the mixture is stirred at room temperature until the solution turned yellow. The reaction is quenched with concentrated acetic acid (5 mL) and the solvent is removed in vacuo. The residue is purified by silica gel chromatography eluting with a gradient of 0-30% ethyl acetate in hexanes to afford lH-indazole-4-carboxylic acid methyl ester. |
|
In methanol; toluene; at 20℃; |
Indazole-4-carboxylic acid (2.00 g, 12.3 mmol) was suspended in methanol (20 mL) and toluene (30 mL) at room temperature. A solution of 2 M trimethylsilyl diazomethane (12 mL, 24 mmol) in toluene was added slowly and the mixture was stirred at room temperature until the solution turned yellow. The reaction was quenched with concentrated acetic acid (5 mL) and the solvent was removed in vacuo. The residue was purified by silica gel chromatography eluting with a gradient of 0-30% ethyl acetate in hexanes to afford lH-indazole-4-carboxylic acid methyl ester. |
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