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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1593035Generated: October 27, 2026

Diisopropylethylamine → (1R)-1-(2,2-Dimethyl4H-1,3-benzodioxin-6-yl)-2-({6-[4-(1,1-dioxido-3,4-dihydro-2H-thiochromen-7-yl)butoxy]hexyl}amino)ethanol

https://huagongshe.com/reaction/1593035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(1R)-2-Amino-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-YL)ethanolHCID 56600231—
Reactant7-{4-[(6-Bromohexyl)oxy]butyl}thiochromane 1,1-dioxideHCID 69446162—
SolventDimethylformamideHCID 6228—
SolventTetrahydrofuranHCID 8028—
Product(1R)-1-(2,2-Dimethyl4H-1,3-benzodioxin-6-yl)-2-({6-[4-(1,1-dioxido-3,4-dihydro-2H-thiochromen-7-yl)butoxy]hexyl}amino)ethanolHCID 6944294983.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of (1R)-2-amino-1-(2,2-dimethyl4H-1,3-benzodioxin-6-yl)ethanol (128 mg) in dry tetrahydrofuran (6 ml) and dimethylformamide (2 ml) was added diisopropylethylamine (0.066 ml) and 7-{4[(6-bromohexyl)oxy]butyl}thiochromane 1,1-dioxide (120 mg). The reaction mixture was heated at 50° C. for 17 h. The mixture was then concentrated in vacuo and the residue was purified by chromatography on a Biotage cartridge (8 g) eluting with dichloromethane-ethanol-aqueous ammonia solution (100:8:1) to give the title compound (134 mg). LCMS RT=2.74 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07294650B2
Source datasetuspto-grants-2007_11
ORD IDord-9957eb4aede749348d029cf24282625d
Source noteuspto-grants-2007_11