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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 971363Generated: October 26, 2026

Triethylamine → (S)-1-Boc-3-isopropylpiperazine

https://huagongshe.com/reaction/971363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 93865—
Reactant(S)-2-IsopropylpiperazineHCID 15023839—
ReactantDichloromethane methanolHCID 21226129—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product(S)-1-Boc-3-isopropylpiperazineHCID 2482034874.9%

Reaction Steps

341 mg (2.66 mmol) 2-(S)-Isopropyl-piperazine (84) and 657 mg (2.67 mmol, 1.00 eq.) BOC-ON© (2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile) were dissolved in 20 ml 1,4-dioxane and 20 ml water. After adding 2.04 ml (14.64 mmol, 5.50 eq.) triethylamine the solution was stirred at r.t. for 24 h. Then the mixture was added to water and extracted with EtOAc. The comb. org. fractions were washed with brine, dried over Na2SO4 and evaporated. Column chromatography (CH2Cl2/MeOH (3+1)) yielded 454.9 mg (1.99 mmol, 74.90%) 3-(S)-Isopropyl-piperazine-1-carboxylic acid tert-butyl ester (85) as a clear oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312246B2
Source datasetuspto-grants-2007_12
ORD IDord-5217be9ad6c447daaf0f0b8141abcd9f
Source noteuspto-grants-2007_12