HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Trifluoromethyl)benzeneboronic acid → 3-Hydroxy-1-[6-(2-trifluoromethyl-phenyl)-pyridin-3-ylmethyl]-1H-thieno[3,2-d]pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Trifluoromethyl)benzeneboronic acid | HCID 2734387 | — |
| Reactant | 1-(6-chloro-pyridin-3-ylmethyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione | HCID 11666726 | — |
| Product | 3-Hydroxy-1-[6-(2-trifluoromethyl-phenyl)-pyridin-3-ylmethyl]-1H-thieno[3,2-d]pyrimidine-2,4-dione | HCID 11502626 | — |
Reaction Steps
The title compound was prepared from 1-(6-chloro-pyridin-3-ylmethyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione and 2-trifluoromethyl phenylboronic acid via general procedure C. The crude product was purified by mass-triggered preparative HPLC. 1H NMR (DMSO-d6) δ 10.78 (bs, 1H), 8.68 (d, 1H, J=2.1 Hz), 8.18 (d, 1H, J=5.4 Hz), 7.85 (d, 1H, J=8.1 Hz), 7.80 (dd, 1H, J=2.1, 8.1 Hz), 7.75 (t, 1H, J=7.5 Hz), 7.66 (t, 1H, J=7.8 Hz), 7.56-7.46 (m, 3H), 5.39 (s, 2H); Electrospray MS: 420 (M+H); retention time; 2.44 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947691B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-2ba9ee40f8f54161b43f4c6b40a21a65 |
| Source note | uspto-grants-2011_05 |