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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1876312Generated: November 1, 2026

Water → 2-[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-ethanol

https://huagongshe.com/reaction/1876312

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]acetic acid methyl esterHCID 25196144—
Reactantlithium borohydride THFHCID 131718764—
SolventTetrahydrofuranHCID 8028—
Product2-[(R)-2-(5-chloro-7-cyclopentylamino-1H-indol-2-yl)-4,5-dihydro-thiazol-4-yl]-ethanolHCID 25196146100.1%

Reaction Steps

The compound (550 mg, 1.4 mmol) prepared in Example 26 was dissolved in tetrahydrofuran (50 ml). 1 M lithium borohydride tetrahydrofuran solution (2.11 ml, 2.11 mmol) was added thereto, and the mixture was stirred for 1 h while raising the reaction temperature from −60° C. to 0° C. After completion of the reaction, water was added. The mixture was extracted with ethyl acetate, washed with saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was distilled under reduced pressure, and separated by column chromatography to give the title compound (510 mg, Yield 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309586B2
Source datasetuspto-grants-2012_11
ORD IDord-317d5deb2dfa4603a880361197727009
Source noteuspto-grants-2012_11