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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354225Generated: November 3, 2026

2,3-Dihydro-1,4-benzodioxin-6-carbaldehyde → HCID 21104578, compound

https://huagongshe.com/reaction/1354225

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydro-1,4-benzodioxin-6-carbaldehydeHCID 248127—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant4-(6-Methoxyquinazolin-4-yloxymethyl)-cyclohexylamineHCID 21104633—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 21104578HCID 21104578—

Reaction Steps

2,3-Dihydro-benzo[1,4]dioxin-6-carbaldehyde (0.045 g, 0.27 mmol) and then sodium triacetoxyborohydride (0.08 g, 0.377 mmol) were added to a solution of 4-(6-methoxyquinazolin-4-yloxymethyl)-cyclohexylamine (0.07 g, 0.25 mmol) in dichloroethane (1 ml). The reaction mixture was stirred for 2 hours and then filtered over Hydromatrix (wetted with NaHCO3 solution, 2 ml) and subsequently washed with dichloromethane. The filtrate was concentrated to dryness by rotary evaporation. The residue was purified by column chromatography on silica gel (dichloromethane/MeOH 9/1 and then dichloromethane/MeOH 6/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223776B2
Source datasetuspto-grants-2007_05
ORD IDord-6232b1f8b99b429080bd3aec2d8ce79c
Source noteuspto-grants-2007_05