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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1371518Generated: October 25, 2026

Sodium cyanoborohydride → tert-butyl 4-(2,3-dihydro-1H-indol-7-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1371518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-butyl 4-(1H-indol-7-yl)piperazine-1-carboxylateHCID 21070951—
SolventAcetic AcidHCID 176—
SolventDichloromethaneHCID 6344—
SolventSodium HydroxideHCID 14798—
Producttert-butyl 4-(2,3-dihydro-1H-indol-7-yl)piperazine-1-carboxylateHCID 2107095046%

Reaction Steps

7-(4-t-Butyloxycarbonylpiperazin-1-yl)indole (200 mg, 0.67 mmol) is dissolved in acetic acid (4 mL). To the solution, sodium cyanoborohydride (84 mg, 1.33 mmol) is added. The reaction mixture is stirred for about 2 hours at r.t. The mixture is then diluted with DCM and NaOH (1M) is added. The organic layer is separated, dried and concentrated. The residue is chromatographed on the silica gel and the product containing fractions are combined to give about 93 mg of the 7-(4-t-butyloxycarbonylpiperazin-1-yl)-2,3-dihydroindole (46%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07157463B2
Source datasetuspto-grants-2007_01
ORD IDord-d0406b2b6c834bf7a4c9eaf99970312d
Source noteuspto-grants-2007_01