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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant1-(piperidin-4-yl)-N-methyl-1H-indole-6-carboxamideHCID 57682837—
Reactant(6-methoxy-1-methyl-2-oxo-1,4-dihydro-2H-benz[d][1,3]oxazin-7-yl)acetaldehydeHCID 57682859—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
Product1-{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-carboxamideHCID 5768277195.2%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538123B2
Source datasetuspto-grants-2009_05
ORD IDord-91f8643fdd9b40939759ccf9b9bf5678
Source noteuspto-grants-2009_05