HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 66799823, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 56941307 | HCID 56941307 | — |
| Product | HCID 66799823 | HCID 66799823 | 47% |
Reaction Steps
The product was prepared from 3-{[(5-bromo-3-methyl-1-benzothien-2-yl)sulfonyl]-amino}benzoic acid (20.4 mg, 0.048 mmol) (Example 41) and MeOH (50 μL, 1.23 mmol) according to the General Procedure 8, described in Example 119, using different amounts of pyridine (7.5 μL, 0.092 mmol) and a slightly modified reaction volume (0.80 mL). The title compound was obtained in 47% yield (9.9 mg). 1H NMR (500 MHz, CDCl3) δ ppm 2.44 (s, 3H) 3.87 (s, 3 H) 6.94 (s, 1 H) 7.36 (dd, J=8.10, 7.66 Hz, 1 H) 7.41 (ddd, J=8.10, 2.35, 1.26 Hz, 1 H) 7.57 (dd, J=8.63, 1.86 Hz, 1 H) 7.66 (dd, J=8.63, 0.54 Hz, 1 H) 7.73 (dd, J=2.35, 1.51 Hz, 1 H) 7.84 (ddd, J=7.66, 1.51, 1.26 Hz, 1 H) 7.87 (dd, J=1.86, 0.54 Hz, 1 H). MS (ESI+) m/z 440 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09233946B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-d939348121c04f40861bcbffb5d38a3a |
| Source note | uspto-grants-2016_01 |