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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1946891Generated: November 1, 2026

Water → HCID 67071138, compound

https://huagongshe.com/reaction/1946891

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichromate ionHCID 24503—
ReactantHCID 59764484HCID 59764484—
SolventDimethylformamideHCID 6228—
ProductHCID 67071138HCID 67071138—

Reaction Steps

To the solution of 4-(1-hydroxy-6-isopropoxy-5-nitro-3-oxo-1,3-dihydro-isoindol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester from the previous step (173.9 mg, 0.4 mmol) in DMF (4 mL) is added pyridinum dichromate (286.5 mg, 0.8 mmol) in one portion. After stirring at room temperature for 2 h, the reaction mixture is poured into 25 mL of water and the product is extracted with EtOAc. The organic extracts are dried over Na2SO4, filtered and concentrated in vacuo to give crude 4-(5-isopropoxy-6-nitro-1,3-dioxo-1,3-dihydro-isoindol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester, which is directly used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399450B2
Source datasetuspto-grants-2013_03
ORD IDord-a78f5ee9536748d5aef489012f357e0b
Source noteuspto-grants-2013_03