Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl chlorophosphate | HCID 13139 | — |
| Reactant | 5-[4-(Benzyloxy)-3-methoxyphenyl]penta-2,4-dienoic acid | HCID 54225043 | — |
| Reactant | HCID 178483797 | HCID 178483797 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178490121 | HCID 178490121 | — |
Reaction Steps
Using 4g of 4-(4-benzyloxy-3-methoxyphenyl)-1,3-butadiene-1-carboxylic acid disclosed in the literature [R. Backstrom, E. Honkanen, A. Pippuri, P. Kairisalo, J. Pystynen, K. Heinola, E. Nissinen, I. Linden, P. T. Mannisto, S. Kaakkola, and P. Pohto, J. Med. Chem., 32, 841-848 (1989)], 3 ml of diethyl chlorophosphate, 3.5 ml of triethylamine, 150 ml of methylene chloride, 4 ml of N-(2-dimethylaminoethyl)-trans-4-methylcyclohexylamine (Example 78), and 0.5 g of 4-dimethylaminopyridine, a reaction similar to that conducted in Example 81 was carried out. As a result, 3.81 g of N-(2-dimethylaminoethyl)-N-(trans-4-methylcyclohexyl)-4-(4-benzyloxy-3-methoxyphenyl)-1,3-butadiene-1-carboxamide (a compound of the present invention) was obtained as a pale yellow oil, which had following physiochemical properties:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05344845 |
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| Source dataset | uspto-grants-1994_09 |
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| ORD ID | ord-8dd2d4ef639c4a159ba18d057ec27a92 |
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| Source note | uspto-grants-1994_09 |
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