HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionic Acid → (+)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | Triethyl orthoacetate | HCID 66221 | — |
| Reactant | 7-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-1-pyrimidin-4-yl-hept-1-en-3-ol | HCID 69667103 | — |
| Reactant | Hydrochloric acid brine | HCID 131718760 | — |
| Product | (+)9-[6-(4-Methoxy-benzylamino)-pyridin-2-yl]-3-pyrimidin-5-yl-non-4-enoic acid ethyl ester | HCID 69666458 | — |
Reaction Steps
A solution of the allylic alcohol 6-9 (1.6 g, 3.37 mmol) in (EtO)3CMe (10 mL) was treated with 100 uL of a 1 mL solution of (EtO)3CMe containing 10 uL of propionic acid. The yellow solution was heated at 150° for 90 minutes. The solution was cooled to room temperature and poured into 1N HCl/brine. The mixture was extracted with CHCl3, dried, concentrated, and purified on silica gel (5% MeOH/CHCl3) to give 2.01 g of 6-10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07153862B2 |
| Source dataset | uspto-grants-2006_12 |
| ORD ID | ord-2352c1dc79714350a1f67a13705d324a |
| Source note | uspto-grants-2006_12 |