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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 603427Generated: October 31, 2026

Ethane, 2-bromo-1,1-diethoxy- → ethyl((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetate

https://huagongshe.com/reaction/603427

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthane, 2-bromo-1,1-diethoxy-HCID 74852—
Reactantethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-methoxyphenoxy]propoxy)-2,3-dihydro-1H-inden-1-yl)acetateHCID 16110447—
CatalystWaterHCID 962—
SolventEthanolHCID 702—
Productethyl((1S)-5-{3-[2-methoxy-4-(1,3-thiazol-2-yl)phenoxy]propoxy}-2,3-dihydro-1h-inden-1-yl)acetateHCID 1611044958%

Reaction Conditions

Temperature70 °C

Reaction Steps

Ethyl ((1S)-5-{3-[4-(aminocarbonothioyl)-2-methoxyphenoxy]propoxy}-2,3-dihydro-1H-inden-1-yl)acetate (1.00 g, 2.3 mmol) (Example 146) and bromoacetaldehyde diethyl acetal (1.78 g, 9.2 mmol) were dissolved in EtOH (30 mL) and water (2 drops) was added. The mixture was heated at 70° C. for 18 h, and then the reaction mixture was cooled to rt, and concentrated under reduced pressure. Purification by silica gel flash chromatography (EtOAc:hexane (v/v)=1:1) gave 610 mg (58%) of the title compound as a clear oil. LC-MS: RT=3.81 min; (M+H)+ 468.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07906653B2
Source datasetuspto-grants-2011_03
ORD IDord-a96ee81f5d16439b826fbbf00885b2c5
Source noteuspto-grants-2011_03