HuagongsheHuagongshe Chemistry Print Report · For research reference only
Propionic Acid → 9-(1-Acetyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-3-(2-methyl-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-(2,3-Dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-1-(2-methyl-pyrimidin-5-yl)-hept-1-en-3-ol | HCID 69666371 | — |
| Product | 9-(1-Acetyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-6-yl)-3-(2-methyl-pyrimidin-5-yl)-non-4-enoic acid ethyl ester | HCID 69666549 | 37% |
Reaction Steps
A solution of the allylic alcohol 23-9 (0.402 g, 1.24 mmol) in (EtO)3CMe (20 mL) was treated with 1 uL propionic acid. The yellow solution was heated at reflux until complete by 1 cms. The solution was cooled to room temperature, concentrated, and purified by PCTLC (4 mm, 0-10% MeOH/CHCl3) which provided 0.198 g (37% yield) of 23-10.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693101B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-572eed79920449dc85f54d2b84d781e9 |
| Source note | uspto-grants-2004_02 |