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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1602991Generated: October 30, 2026

Diisobutylamine → (S)-1-(N,N-Diisobutylamino)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo [2,3-b]pyridin-5-yl]-2-methylpropan-1-one

https://huagongshe.com/reaction/1602991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylamineHCID 8085—
ReactantTriethylamineHCID 8471—
ReactantPyBOPHCID 2724699—
Reactant(S)-2-[3-(2-Benzyloxy-1-methylethyl)-2-(3,5-dimethyl-phenyl)-1H-pyrrolo[2,3-b]pyridin-5-yl]-2-methylpropanoic acidHCID 15887219—
SolventDichloromethaneHCID 6344—
Product(S)-1-(N,N-Diisobutylamino)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo [2,3-b]pyridin-5-yl]-2-methylpropan-1-oneHCID 15887220—

Reaction Steps

PyBOP is added to a stirred mixture of (S)-2-[3-(2-benzyloxy-1-methylethyl)-2-(3,5-dimethylphenyl)-1H-pyrrolo-[2,3-b]pyridin-5-yl]-2-methylpropanoic acid, diisobutylamine and triethylamine in CH2Cl2 at ambient temperature. After approximately 12 h, the reaction mixture is poured into waterlbrine (1:1) and extracted with ethyl acetate. The combined organic extract is washed with brine, dried (MgSO4) and concentrated in vacuo. The residue is purified by flash chromatography on silica gel (gradient elution; 60-75% ethyl acetate/hexanes as eluent) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05985892
Source datasetuspto-grants-1999_11
ORD IDord-d7511d7755054608a38248963a8ced3c
Source noteuspto-grants-1999_11