HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2Z)-3-Amino-2-butenenitrile → 4-(4-Cyano-2-methoxyphenyl)-2,6-dimethyl-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyridine-3-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2Z)-3-Amino-2-butenenitrile | HCID 5325263 | — |
| Reactant | 4-Formyl-3-methoxybenzonitrile | HCID 16659251 | — |
| Reactant | 1-(4-Methyl-1,3-thiazol-2-yl)propan-2-one | HCID 17930988 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-(4-Cyano-2-methoxyphenyl)-2,6-dimethyl-5-(4-methyl-1,3-thiazol-2-yl)-1,4-dihydropyridine-3-carbonitrile | HCID 135844960 | — |
Reaction Steps
800 mg (4.96 mmol) of the compound from example 3A, 770 mg (4.96 mmol) of the compound from example 4A and 407 mg (4.96 mmol) of 3-aminocrotononitrile are dissolved in 12 ml of isopropanol and stirred at the reflux temperature overnight. After cooling to room temperature, the volatile components are removed in a rotary evaporator, and the crude product is taken up in 20 ml of ethyl acetate. After stirring at the reflux temperature for 60 min, the resulting solid is filtered off hot. The precipitate obtained in this way is washed with a little diethyl ether. 720 mg (40% of theory) of the title compound are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08404723B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-f25b6f896a5e41a8a3c32823b71f22bc |
| Source note | uspto-grants-2013_03 |