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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052392Generated: October 26, 2026

Aniline → (S)-tert-Butyl (4-(benzyloxy)-1-((3-bromo-2-(phenylcarbamoyl)-1H-pyrrol-1-yl)amino)-1-oxobutan-2-yl)carbamate

https://huagongshe.com/reaction/1052392

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantTrimethylaluminumHCID 16682925—
Reactant(S)-Methyl 1-(4-(benzyloxy)-2-(tert-butoxycarbonylamino)butanamido)-3-bromo-1H-pyrrole-2-carboxylateHCID 86722060—
Product(S)-tert-Butyl (4-(benzyloxy)-1-((3-bromo-2-(phenylcarbamoyl)-1H-pyrrol-1-yl)amino)-1-oxobutan-2-yl)carbamateHCID 13173612963.4%

Reaction Steps

(S)-Methyl 1-(4-(benzyloxy)-2-((tert-butoxycarbonyl)amino)butanamido)-3-bromo-1H-pyrrole-2-carboxylate (1 g, 1.96 mmol) was treated with aniline (893 μl, 9.8 mmol) and trimethyl aluminium (2 M in toluene, 4.9 mL, 9.8 mmol) according to the method of Preparation 10a. The residue was purified using SP1® Purification System (0% to 30%, hexane-ethyl acetate) a to obtain 0.71 g (63% yield) of the title compound. Purity 100%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388189B2
Source datasetuspto-grants-2016_07
ORD IDord-998b266345f3427eb878c65965f991ec
Source noteuspto-grants-2016_07