HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isopropyl acetoacetate → 1,4-Dihydro-2,6-dimethyl-4-thieno[3,2-c]pyridin-3-yl-3,5-pyridinedicarboxylic acid, 3-ethyl 5-isopropyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isopropyl acetoacetate | HCID 68329 | — |
| Reactant | 2-Butenoic acid, 3-amino-, ethyl ester, (2Z)- | HCID 643756 | — |
| Reactant | Thieno[3,2-c]pyridine-3-carboxaldehyde | HCID 15718106 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 1,4-Dihydro-2,6-dimethyl-4-thieno[3,2-c]pyridin-3-yl-3,5-pyridinedicarboxylic acid, 3-ethyl 5-isopropyl ester | HCID 13826869 | 29.7% |
Reaction Steps
A solution of 1 g of thieno[3,2-c]pyridine-3-carboxaldehyde, 1.08 g of isopropyl acetoacetate, and 0.9 g of ethyl 3-aminocrotonate in 4 ml of ethanol was heated to reflux for approximately 18 hours. Upon cooling, a solid formed which was recovered by filtration providing 0.73 g of the desired title product, m.p. 212°-215° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04659717 |
| Source dataset | uspto-grants-1987_04 |
| ORD ID | ord-08b630dadfd04a1c9446120afa8a8211 |
| Source note | uspto-grants-1987_04 |