Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 4-Chlorophenyl chloroformate | HCID 139059 | — |
| Reactant | HCID 67687474 | HCID 67687474 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67687482 | HCID 67687482 | 33.1% |
Reaction Steps
0.4 g of N-methylmorpholine, and subsequently 0.8 g of 4-chlorophenyl chloroformate were added to a suspension containing 1.2 g of 2-amino-N-[2-(4-cyanophenoxy)-1-methylethyl]cyclopentylacetic acid amide suspended in 40 ml of methylene chloride at -15° C. The mixture was allowed to sit and warm naturally to room temperature and stirred for 15 hours at room temperature. Water was subsequently added to the reaction mixture. After the methylene chloride layer was washed with water, the organic layer was dried over anhydrous magnesium sulfate and then the methylene chloride was removed under reduced pressure. The residue was purified by column chromatography on silica gel, thus obtaining 0.6 g of the desired product in the form of colorless grains (yield: 30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05574064 |
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| Source dataset | uspto-grants-1996_11 |
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| ORD ID | ord-93bcca6b0b2c4a04b7e4dbb2e8cc917a |
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| Source note | uspto-grants-1996_11 |
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