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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537074Generated: October 30, 2026

Diisopropylethylamine → HCID 66749237, compound

https://huagongshe.com/reaction/537074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloromethyl 2-(trimethylsilyl)ethyl etherHCID 2724271—
ReactantHCID 178474061HCID 178474061—
SolventDimethylformamideHCID 6228—
ProductHCID 66749237HCID 6674923733.3%

Reaction Steps

To a solution of N-{4-[4-iodo-5-(1H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]-5-methylpyridin-2-yl}acetamide (6.2 g, 15 mmol) in DMF (60 mL) was added DIEA (4.0 mL, 23.0 mmol). The reaction mixture was allowed to stir at rt for 2 h and then SEM-Cl (4.1 mL, 23.0 mmol) was added. The reaction mixture was allowed to stir at rt overnight and then concentrated. The residue was purified by column chromatography to give N-{4-[4-iodo-5-(1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-1,2,4-triazol-3-yl)-1,3-oxazol-2-yl]-5-methylpyridin-2-yl}acetamide (2.7 g) plus another SEM regioisomer (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859768B2
Source datasetuspto-grants-2014_10
ORD IDord-b3a6fd505a35402788170d231b7164fb
Source noteuspto-grants-2014_10