HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494953Generated: October 30, 2026
Sodium Bicarbonate → 1-{1-[2-(6-Methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d](1,3]oxazin-7-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide
https://huagongshe.com/reaction/494953
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 1-(piperidin-4-yl)-N-methyl-1H-indole-6-carboxamide | HCID 57682837 | — |
| Reactant | (6-methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d][1,3]oxazin-7-yl)acetaldehyde | HCID 57682859 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-{1-[2-(6-Methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d](1,3]oxazin-7-yl)ethyl]piperidin-4-yl}-N-methyl-1H-indole-6-carboxamide | HCID 57682771 | 95.2% |
Reaction Steps
80 mg of N-methyl-1-(piperidin-4-yl)-1H-indole-6-carboxamide and 83 mg of (6-methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d][1,3]oxazin-7-yl)acetaldehyde were dissolved in 6 ml of methylene chloride. Thereafter, 0.04 ml of acetic acid and 99 mg of sodium triacetoxyborohydride were added to the reaction solution, and the obtained mixture was then stirred at room temperature for 3 hours. Thereafter, a saturated sodium bicarbonate aqueous solution was added to the reaction solution, and then extracted with methylene chloride. The extract was dried over magnesium sulfate and then concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (methanol-ethyl acetate), so as to obtain 141 mg of the subject compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07538123B2 |
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| Source dataset | uspto-grants-2009_05 |
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| ORD ID | ord-91f8643fdd9b40939759ccf9b9bf5678 |
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| Source note | uspto-grants-2009_05 |
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