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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 529145Generated: October 30, 2026

tert-Butyl carbamate → (1'-benzyl-1-(5-ethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4'-piperidine]-4-yl)methanamine tris(2,2,2-trifluoroacetate)

https://huagongshe.com/reaction/529145

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl carbamateHCID 77922—
ReactantTrifluoroacetic acid methylene chlorideHCID 21863450—
Reactanttert-butyl (1'-benzyl-1-(5-ethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4'-piperidine]-4-yl)methylcarbamateHCID 86651812—
Product(1'-benzyl-1-(5-ethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4'-piperidine]-4-yl)methanamine tris(2,2,2-trifluoroacetate)HCID 8665181399.9%

Reaction Steps

tert-Butyl (1′-benzyl-1-(5-ethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methylcarbamate (422 mg, 0.762 mmol) was dissolved in a 1:1 TFA/DCM solution (10 mL). After 2 hours at room temperature, the LCMS suggested complete deprotection of the BOC amine. The reaction was concentrated to (1′-benzyl-1-(5-ethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)spiro[indoline-3,4′-piperidine]-4-yl)methanamine tris(2,2,2-trifluoroacetate) (606 mg, 0.762 mmol, 99.9% yield) as an oil. MS (APCI+) [M+H]: 454.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09346805B2
Source datasetuspto-grants-2016_05
ORD IDord-af36d7d612764fc5a2a4fc019a5b806a
Source noteuspto-grants-2016_05