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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561609Generated: October 27, 2026

Water → 3-(4-Chlorophenyl)-3-cyclopropyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propan-1-ol

https://huagongshe.com/reaction/561609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetonitrileHCID 6342—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 3-(4-chlorophenyl)-3-cyclopropyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propanoateHCID 58392429—
SolventTetrahydrofuranHCID 8028—
Product3-(4-Chlorophenyl)-3-cyclopropyl-3-{7-[(methylsulfanyl)methyl]-1H-indol-3-yl}propan-1-olHCID 58392134—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 62 mg (0.15 mmol) of the compound from Example 105A in 0.5 ml of tetrahydrofuran was added dropwise to 0.51 ml (0.51 mmol) of a 1N solution of lithium aluminum hydride in tetrahydrofuran in 1 ml of tetrahydrofuran at RT under argon. The mixture was stirred at 60° C. for 1 h and then mixed with water and acetonitrile, and the suspension was filtered through kieselguhr. The solvents were removed in a rotary evaporator, and the residue was purified by preparative HPLC (mobile phase: acetonitrile/water gradient). 52 mg (93% of theory) of the title compound were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-b0884d1e30be4ad9a0b74db7f75dd70d
Source noteuspto-grants-2011_11