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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1908562Generated: October 28, 2026

Sodium cyanoborohydride → 1-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butylindolin-5-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/1908562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant1-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1H-indol-5-yl)cyclopropanecarboxamideHCID 24762903—
SolventAcetic AcidHCID 176—
Product1-(Benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butylindolin-5-yl)cyclopropanecarboxamideHCID 5912923889%

Reaction Steps

To a solution of 1-(benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butyl-1H-indol-5-yl)cyclo-propanecarboxamide (851 mg, 2.26 mmol) in acetic acid (60 mL) was added NaBH3CN (309 mg, 4.91 mmol) at 0° C. The reaction mixture was stirred for 5 min at room temperature after which no starting material could be detected by LCMS. The solvent was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel (5-40% ethyl acetate/hexanes) to give 1-(benzo[d][1,3]dioxol-5-yl)-N-(2-tert-butylindolin-5-yl)cyclopropanecarboxamide (760 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598181B2
Source datasetuspto-grants-2013_12
ORD IDord-417870dbe3764b8797cedeba782e6d20
Source noteuspto-grants-2013_12