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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254864Generated: November 1, 2026

Diethyl Ether → HCID 67219019, compound

https://huagongshe.com/reaction/1254864

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantDimethylformamideHCID 6228—
Reactant2-((1,1-Dimethylethyl)imino)-N,N-diethylhexahydro-1,3-dimethyl-2lambda5-1,3,2-diazaphosphorin-2-amineHCID 3513851—
Reactantmethyl 2-(2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetateHCID 67218699—
ProductHCID 67219019HCID 67219019—

Reaction Steps

BEMP (137 μL, 0.47 mmol) is added to a solution of (2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-acetic acid methyl ester (60 mg, 0.29 mmol) in DMF (0.8 mL). After 35 minutes, the diethyl ether layer from Step 71a (1.8 mL) is added. After 3 days, the reaction is partitioned between water and 1:1 EtOAc/ether. The organic layer is washed with brine then evaporated. The residue is purified by flash column chromatography (49:1 EtOAc/MeOH elution) to furnish [1-(2,5-dimethyl-2H-pyrazol-3-ylmethyl)-2-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl]-acetic acid methyl ester; MH+=313.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455645B2
Source datasetuspto-grants-2013_06
ORD IDord-f210147c613f4e31a9e021cd9a40343f
Source noteuspto-grants-2013_06