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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 21302Generated: October 29, 2026

Acetic Acid → 4-(2-Pyridinesulfonyloxy)-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(pyrrolidin-1-ylmethyl)indol-2-yl]isoindolinone

https://huagongshe.com/reaction/21302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPyrrolidineHCID 31268—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 86628320HCID 86628320—
SolventAcetonitrileHCID 6342—
Product4-(2-Pyridinesulfonyloxy)-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(pyrrolidin-1-ylmethyl)indol-2-yl]isoindolinoneHCID 8662832132%

Reaction Steps

In a similar manner to Step 2 of Example 6, 4-(2-pyridinesulfonyloxy)-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-formylindol-2-yl]isoindolinone (0.332 g, 0.589 mmol) was dissolved in acetonitrile (10.0 mL), and the solution was treated with pyrrolidine (0.983 mL, 11.8 mmol), acetic acid (0.674 mL, 11.8 mmol) and sodium triacetoxyborohydride (0.375 g, 1.77 mmol), followed by purification of the residue by flash column chromatography (chloroform/methanol=85/15) to obtain 4-(2-pyridinesulfonyloxy)-5-methoxy-7-[1-(tert-butoxycarbonyl)-5-(pyrrolidin-1-ylmethyl)indol-2-yl]isoindolinone (0.116 g, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745641B2
Source datasetuspto-grants-2010_06
ORD IDord-ca5cd20c1eca451aaef482280573bc8d
Source noteuspto-grants-2010_06