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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171721Generated: October 25, 2026

Pyrrolidine → (E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-one

https://huagongshe.com/reaction/1171721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant1-Tritylpiperidin-4-oneHCID 2748414—
Reactant(4-Formylthiazol-2-yl)carbamic acid tert-butyl esterHCID 23138686—
Product(E)-3-{[2-(t-butoxycarbonylamino)-1,3-thiazol-4-yl]methylidene}-1-(triphenylmethyl)piperidin-4-oneHCID 2313860036.2%

Reaction Steps

Following a procedure similar to that described in Example 132-(c), 2-(t-butoxycarbonylamino)-1,3-thiazole-4-carbaldehyde (3.2 g) was subjected to the reaction with 1-(triphenylmethyl)piperidin-4-one (4.8 g) and pyrrolidine (0.24 ml), and the crude product was purified by silica gel chromatography using hexane, ethyl acetate, and dichloromethane (1:3:1 to 1:5:1) as eluents to afford the title compound (2.8 g, yield: 36%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829580B2
Source datasetuspto-grants-2010_11
ORD IDord-c5ad84445c954988a7a6dc4cfa4c3ba9
Source noteuspto-grants-2010_11