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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422631Generated: October 26, 2026

Water → {(S)-6-[(R)-4-(8-Aza-bicyclo[3.2.1]oct-8-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester

https://huagongshe.com/reaction/1422631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant8-Azabicyclo(3.2.1)octaneHCID 136097—
Reactant{(S)-6-[(R)-4-Bromomethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 86700813—
SolventDimethylformamideHCID 6228—
SolventSodium chloride; waterHCID 57417360—
Product{(S)-6-[(R)-4-(8-Aza-bicyclo[3.2.1]oct-8-ylmethyl)-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl esterHCID 90313855—

Reaction Steps

8-Aza-bicyclo[3.2.1]octane (19 mg), KI (27 mg), and K2CO3 (45 mg) are added to a solution of {(S)-6-[(R)-4-bromomethyl-5-trifluoromethyl-indan-1-yloxy]-2,3-dihydro-benzofuran-3-yl}-acetic acid methyl ester (80 mg) in N,N-dimethylformamide (2 mL) at room temperature. The resulting mixture is stirred at room temperature overnight. Water and brine are added and the mixture is extracted with ethyl acetate. The combined extracts are dried (Na2SO4) and concentrated to give the crude title compound that is submitted to the next reaction step without further purification. LC (method 6): tR=0.93 min; Mass spectrum (ESI+): m/z=516 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927531B2
Source datasetuspto-grants-2015_01
ORD IDord-57504d3f0aad4ebdbea8c1b9101c4fc5
Source noteuspto-grants-2015_01