HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-(6-Hydroxyquinolin-2-yl)thiophene-2-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Chloro-6-methoxyquinoline | HCID 83647 | — |
| Reactant | 5-Cyanothiophene-2-boronic acid | HCID 4198743 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-(6-Hydroxyquinolin-2-yl)thiophene-2-carbonitrile | HCID 66980042 | — |
Reaction Steps
Followed the two step synthesis shown in Scheme 1 starting with 2-chloro-6-methoxyquinoline and 5-cyanothiophen-2-ylboronic acid, with minor variations: the base used in step 1 was sodium carbonate and the solvent was DME (dimethoxyethane)/water. In step 2, after quenching w/ ice water, a standard ethyl acetate extraction was preformed followed by purification by prep-TLC (PE:EA=1:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785643B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-b410560825144ea8865141a6d1ac8e4a |
| Source note | uspto-grants-2014_07 |