Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | HCID 59305559 | HCID 59305559 | — |
| Product | HCID 57443413 | HCID 57443413 | 87% |
Reaction Steps
10 mg of 3-[1-(4-amino-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester (h) prepared by above Step 1 was dissolved in methylene chloride solution (0.04 mmol) at room temperature. And then 8.5 μl of benzoyl chloride (0.07 mmol) and 19.1 μl of diisopropylamine (0.11 mmol) were added thereto and the mixture was stirred for 2 hrs at 0° C. The reaction was quenched with methanol and the mixture was extracted three times with 10 ml of ethyl acetate. The organic layer was washed with saturated NaCl solution, dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified with Silica gel column chromatography with a solvent mixture mixed with ethyl acetate and hexane (1:2) as an eluant to give 12 mg of 3-[1-(4-benzoylamino-benzyl)-2-oxo-2,5-dihydro-1H-pyrrol-3-yl]-propionic acid methyl ester (i) (yield: 87%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07846963B2 |
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| Source dataset | uspto-grants-2010_12 |
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| ORD ID | ord-9633fe7ec7604d59aa678aba215aa135 |
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| Source note | uspto-grants-2010_12 |
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