HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851277Generated: October 31, 2026
Sodium Bicarbonate → HCID 178432367, compound
https://huagongshe.com/reaction/1851277
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)-pyridine | HCID 68752284 | — |
| Reactant | 4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde | HCID 86703035 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 178432367 | HCID 178432367 | — |
Reaction Steps
147.6 mg 2-(5-Azetidine-3-yl-[1,2,4]triazole-3-yl)-pyridine×2HCl (intermediate example 44.0) are dissolved in 4.3 ml NMP. After addition of 0.16 ml triethylamine the reaction mixture is stirred for one hour. 192 mg (0.49 mmol) 4-(3-Bromo-2-methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde and 0.05 mL acetic acid are added and the reaction mixture is stirred for 23 hours at room temperature. 114.1 mg (0.54 mmol) NaBH(OAc)3, are added in portions and the reaction mixture is stirred at room temperature for three days. The reaction mixture is treated with 30 mL saturated NaHCO3 and stirred for 45 minutes. The precipitate is filtered off, washed with water and dried. After chromatography of the precipitate on silica gel (dichloromethane/methanol) 3.5 mg (1.2%) 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-5c4a507dbfbb4a66a5732d05e3c08d07 |
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| Source note | uspto-grants-2015_02 |
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