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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643083Generated: October 26, 2026

Diethylamine → methyl(2S)-3,3-dimethyl-2-{3-[(1-methyl-1H-benzimidazol-2-yl)methyl]-2-oxoimidazolidin-1-yl}butanoate

https://huagongshe.com/reaction/643083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantBis(4-nitrophenyl) carbonateHCID 78756—
Reactantmethyl(2S)-2-[(2-{[(9H-fluoren-9-ylmethoxy)Carbonyl][(1-methyl-1H-benzimidazol-2-yl)methyl]amino}ethyl)amino]-3,3-dimethylbutanoateHCID 66891668—
SolventDimethylformamideHCID 6228—
Solvent1,1-DichloroethaneHCID 6365—
Productmethyl(2S)-3,3-dimethyl-2-{3-[(1-methyl-1H-benzimidazol-2-yl)methyl]-2-oxoimidazolidin-1-yl}butanoateHCID 6689062965.2%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of the product of Example 64D (0.19 g) in N,N-dimethylformamide (3.5 mL) was treated with diethylamine (0.35 mL), stirred at 25° C. for 1.5 hours and concentrated. A solution of the residue in dichloroethane (7 mL) was treated with bis-(p-nitrophenyl)carbonate (0.128 g, 1.2 eq.), stirred at 60° C. for 16 hours and concentrated. The residue was purified by ethyl acetate:dichloromethane (3:2) to give 80 mg (64%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696226B2
Source datasetuspto-grants-2010_04
ORD IDord-ae46a096a9b24ccebfc639dc8d4aa4ca
Source noteuspto-grants-2010_04