HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 216287Generated: October 25, 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/216287
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | Bis(4-nitrophenyl) carbonate | HCID 78756 | — |
| Reactant | methyl(2S)-2-[(2-{[(9H-fluoren-9-ylmethoxy)Carbonyl][(1-methyl-1H-benzimidazol-2-yl)methyl]amino}ethyl)amino]-3,3-dimethylbutanoate | HCID 66891668 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | 1,1-Dichloroethane | HCID 6365 | — |
| Product | methyl(2S)-3,3-dimethyl-2-{3-[(1-methyl-1H-benzimidazol-2-yl)methyl]-2-oxoimidazolidin-1-yl}butanoate | HCID 66890629 | 65.2% |
Reaction Steps
A solution of the product of Example 148D (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 equivalents), stirred at 60° C. for 16 hours and concentrated. The residue was chromatographed on silica gel, eluting with ethyl acetate:dichloromethane (3:2) to give 80 mg (64%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08193227B2 |
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| Source dataset | uspto-grants-2012_06 |
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| ORD ID | ord-b55997fdd53846e78ed6c4674a48a0e7 |
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| Source note | uspto-grants-2012_06 |
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