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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 855315Generated: October 27, 2026

Phenethylamine, m-trifluoromethyl- → 2',3'-dihydro-N-[2-[3-(trifluoromethyl)phenyl]ethyl]-spiro[cyclopropane-1,1'-[1H]indene]-5'-methanamine

https://huagongshe.com/reaction/855315

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethylamine, m-trifluoromethyl-HCID 104223—
ReactantSodium borohydrideHCID 4311764—
Reactant(4-Cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amineHCID 69342889—
Reactant2',3'-Dihydrospiro[cyclopropane-1,1'-indene]-5'-carbaldehydeHCID 86093835—
Product2',3'-dihydro-N-[2-[3-(trifluoromethyl)phenyl]ethyl]-spiro[cyclopropane-1,1'-[1H]indene]-5'-methanamineHCID 6951341888%

Reaction Steps

The title compound was synthesized in analogy to (4-cyclopropylbenzyl)-[2-(4-fluoro-3-trifluoromethylphenyl)-ethyl]-amine (described in example S53) using 2′,3′-dihydro-spiro-[cyclopropane-1,1′-[1H]indene]-5′-carboxaldehyde (prepared as described in example S108) (68 mg, 0.40 mmol), 2-(3-trifluoromethylphenyl)-ethylamine (75 mg, 0.40 mmol) and sodium borohydride (22 mg, 0.59 mmol). The desired product (120 mg, 88%) was isolated without further purification as a colorless oil. MS (ISP) 346.3 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07259183B2
Source datasetuspto-grants-2007_08
ORD IDord-dc85c6bbee3e44b9a7fedf59e2af67f3
Source noteuspto-grants-2007_08