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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 602160Generated: October 29, 2026

Cesium carbonate → Methyl 2-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetylamino]piperidin-1-yl]benzoate

https://huagongshe.com/reaction/602160

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBenzoic acid, 2-iodo-, methyl esterHCID 69132—
ReactantN-(piperidin-3-yl)-2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetamideHCID 58992603—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductMethyl 2-[3-[2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetylamino]piperidin-1-yl]benzoateHCID 5899270745%

Reaction Conditions

Temperature100 °C

Reaction Steps

In an argon atmosphere, tri(dibenzylideneacetone)dipalladium (4.85 mg, 0.00530 mmol), 1,1′-bis(diphenylphosphino)ferrocene (9.09 mg, 0.0159 mmol) and cesium carbonate (48.2 mg, 0.148 mmol) were added to a toluene solution (1 mL) containing N-(piperidin-3-yl)-2-[2-(4-chlorophenyl)-4-methylthiazol-5-yl]acetamide (37.2 mg, 0.106 mmol) and methyl 2-iodobenzoate (27.8 mg, 0.106 mmol). This reaction mixture was stirred at 100° C. for 8 hours. Subsequently, the mixture was allowed to cool and was filtered through Celite. The filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=2:1->1:1) to give 23.0 mg (45%) of the desired compound as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07902367B2
Source datasetuspto-grants-2011_03
ORD IDord-147dba057f4c4815b98988ca152a3f0e
Source noteuspto-grants-2011_03