HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Thioglycolate → Methyl 6-bromo-4-fluoro-1-benzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 4-Bromo-2,6-difluorobenzaldehyde | HCID 2773290 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 6-bromo-4-fluoro-1-benzothiophene-2-carboxylate | HCID 19007547 | 64% |
Reaction Steps
Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25a, 4-bromo-2,6-difluoro-benzaldehyde (I-26a: 2.8 g, 12.8 mmol) was reacted with TEA (1.66 g, 16.47 mmol), mercapto-acetic acid methyl ester (1.47 g, 13.83 mmol) and acetonitrile (50 mL) to afford crude product. Purification by column chromatography on silica gel (2% ethyl acetate in hexane) afforded 2.3 g of the product (64% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-74292f6c9e9249aea4901f8cd43d5294 |
| Source note | uspto-grants-2016_05 |