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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 336480Generated: October 29, 2026

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

https://huagongshe.com/reaction/336480

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 numberUS08889691B2
Source datasetuspto-grants-2014_11
ORD IDord-55f703dc3f004045bc09b68703c131a3
Source noteuspto-grants-2014_11