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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183810Generated: November 3, 2026

Diisopropylethylamine → 6-(Tert-butoxycarbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acid

https://huagongshe.com/reaction/1183810

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-tert-butyl 2-methyl 7,8-dihydropyrrolo[3,2-e]indole-2,6(3H)-dicarboxylateHCID 15114773—
ReactantMethyl 3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylateHCID 15480266—
SolventDimethylformamideHCID 6228—
Product6-(Tert-butoxycarbonyl)-3,6,7,8-tetrahydropyrrolo[3,2-e]indole-2-carboxylic acidHCID 13995332215%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 4 (16 mg, 0.015 mmol) and 5 (6.2 mg, 0.02 mmol) in DMF (2 mL) was treated with DIPEA (10 uL). The reaction mixture was stirred for 1 hr at 25° C. The final product was purified by Prep HPLC (SymmetrPrep C18, 7 μm, 19×150 mm column), eluted at 10 ml/min (0.01% TFA in water/acetonitrile) with a gradient: 10% acetonitrile in 5 min, 10% to 50% acetonitrile in 15 min, maintaining 50% acetonitrile in 5 min, 50% to 100% acetonitrile in 5 min, to obtain 6 (13 mg, 75%). MS: calcd for C51H55BrN10O9 (M+H) m/z 1031.33 found 1031.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664407B2
Source datasetuspto-grants-2014_03
ORD IDord-87bc94260e35482589960e4f3b6f30da
Source noteuspto-grants-2014_03