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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045871Generated: October 30, 2026

Cyclopentanone → Cyclopentyl-[2-(4,5-dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amine

https://huagongshe.com/reaction/1045871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentanoneHCID 8452—
ReactantSodium triacetoxyborohydrideHCID 5049666—
Reactant2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indole-7-amineHCID 57901777—
Solvent1,2-DichloroethaneHCID 11—
ProductCyclopentyl-[2-(4,5-dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amineHCID 4418966734%

Reaction Steps

[2-(4,5-Dihydro-1,3-thiazol-2-yl)-1H-indol-7-yl]-amine (15 mg, 0.07 mmol) prepared in Step A was dissolved in 1,2-dichloroethane (10 mL). Cyclopentanone (12 mg, 0.14 mmol) and sodium triacetoxyborohydride (29 mg, 0.14 mmol) were added thereto, and the mixture was stirred for 3 h at room temperature. The reaction was quenched by water, and the reaction mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate, and filtered. The solvent was removed under reduced pressure, and the residue was purified by column chromatography to give the title compound (6.7 mg, Yield 34%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569307B2
Source datasetuspto-grants-2013_10
ORD IDord-43bb59fa4ea7488a98e61e622db2e64d
Source noteuspto-grants-2013_10