HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851278Generated: November 1, 2026
Sodium Bicarbonate → HCID 178498893, compound
https://huagongshe.com/reaction/1851278
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine | HCID 68753485 | — |
| Reactant | 6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester | HCID 86703046 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178498893 | HCID 178498893 | — |
Reaction Steps
394.5 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-6-methylpyridine×2HCl (60% pure) are dissolved in 7 mL NMP. After addition of 0.3 mL triethylamine the reaction mixture is stirred for one hour. 350 mg (0.89 mmol) 6-(2,6-Difluorophenyl)-5-(4-formylphenyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid methyl ester and 0.09 mL acetic acid are added. The reaction mixture is stirred overnight at room temperature. 207.4 mg (0.98 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for 5 hours. The reaction mixture is treated with saturated NaHCO3. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 191.9 mg (34.6%) of the desired product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957064B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-6d9a03de2d254a198a5a223e931b100a |
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| Source note | uspto-grants-2015_02 |
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