HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Thiopheneacetyl chloride → N-{5-[3-(2-chloropyrimidin-4-yl)pyrazolo[1,5-a]pyridin-2-yl]-2-methoxyphenyl}-2-(2-thienyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Thiopheneacetyl chloride | HCID 162362 | — |
| Reactant | 5-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]-2-(methyloxy)aniline | HCID 57737165 | — |
| Product | N-{5-[3-(2-chloropyrimidin-4-yl)pyrazolo[1,5-a]pyridin-2-yl]-2-methoxyphenyl}-2-(2-thienyl)acetamide | HCID 57737232 | 84% |
Reaction Steps
5-[3-(2-Chloro-4-pyrimidinyl)pyrazolo[1,5-a]pyridin-2-yl]-2-(methyloxy)aniline (400 mg, 1.14 mmol) and thiophene-2-acetyl chloride (148 mL, 1.50 mmol) were coupled according to the procedure of Example 56, Step G to give the desired product (454 mg, 84%). 1H NMR (400 MHz, d6-DMSO) δ 9.51 (s, 1H), 8.87 (D, J=7.2 Hz, 1H), 8.42-8.38 (m, 2H), 8.27 (s, 1H), 7.61 (d, J=8.0 Hz, 1H), 7.37-7.36 (m, 1H), 7.30 (dd, J=8.4 and 2.0 Hz, 1H), 7.19-7.16 (m, 2H), 7.09 (d, J=5.6 Hz, 1H), 6.96-6.94 (m, 2H), 3.98 (s, 2H), 3.91 (s, 3H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07807673B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-06d47e2554af4aa9a8752725b9157051 |
| Source note | uspto-grants-2010_10 |