HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Thioglycolate → Methyl 6-bromo-5-fluorobenzothiophene-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Thioglycolate | HCID 16907 | — |
| Reactant | 4-Bromo-2,5-difluorobenzaldehyde | HCID 22489081 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 6-bromo-5-fluorobenzothiophene-2-carboxylate | HCID 70982166 | 102.9% |
Reaction Steps
Using analogous reaction condition and reagents as described in Example 25 for the preparation of I-25a above, 4-bromo-2,5-difluoro-benzaldehyde (I-27a: 1.71 g, 7.73 mmol) was reacted with TEA (1.4 mL, 10.05 mmol), mercapto-acetic acid methyl ester (920 mg, 8.51 mmol) and acetonitrile (50 mL) to afford crude product. Purification by column chromatography on silica gel (5% ethyl acetate in hexane) afforded 2.3 g of the product (Yield 64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09339501B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-127f7fd1be77407f9a11f05d43a5126a |
| Source note | uspto-grants-2016_05 |