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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1399650Generated: October 30, 2026

Diisopropylethylamine → Methyl 2-(4-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoate

https://huagongshe.com/reaction/1399650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant3,4-Dihydro-2H-1,5-benzodioxepin-7-ylboronic acidHCID 2776398—
ReactantMethyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoateHCID 86665652—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
ProductMethyl 2-(4-(3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-yl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoateHCID 6695584185.1%

Reaction Steps

This compound was prepared according to general method E from methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate (0.08 g; 0.25 mmol), tetrakis(triphenylphosphine) palladium(0) (0.029 mg; 0.025 mmol), N,N-diisopropylethylamine (0.173 mL; 1 mmol) and 3,4-dihydro-2H-benzo[b][1,4]dioxepin-7-ylboronic acid (0.097 g; 0.5 mmol) in DME-water (2 mL) for 30 min. Purification by flash-chromatography on silica gel using a gradient of ethyl acetate (2-40%) in heptane furnished 0.092 g (75%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08906906B2
Source datasetuspto-grants-2014_12
ORD IDord-f9f4d363cad546ac81660ad9b285dfb4
Source noteuspto-grants-2014_12