Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 68776188 | HCID 68776188 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68777074 | HCID 68777074 | — |
Reaction Steps
To a suspension of N-(carboxymethyl)-β-phenyl-D-phenylalanyl-N-[(1-amino-6-isoquinolyl)methyl]-L-prolinamide hydrochloride (1B; 300 mg. 0.5 mmol) in n-propanol (5 ml) was added dropwise thionyl chloride (0.4 ml). After stirring for 3 days the solution was diluted with dichloromethane, washed with 5% aqueous sodium bicarbonate solution and evaporated to dryness. The crude product was purified by reverse phase HPLC and then converted to the hydrochloride salt by dissolving in a small amount of methanol and precipitating with 1M hydrochloric acid in diethyl ether. Following addition of further anhydrous diethyl ether the resulting precipitate was collected by filtration and dried under vacuum to give 185 mg of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299091B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-0b6f16b1800747a4addd19b07faa4687 |
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| Source note | uspto-grants-2012_10 |
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