HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,3-Dimethyl-1-butenylboronic acid → 1-[6-(3,3-Dimethyl-but-1-enyl)-pyridin-3-ylmethyl]-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,3-Dimethyl-1-butenylboronic acid | HCID 2763298 | — |
| Reactant | 1-(6-chloro-pyridin-3-ylmethyl)-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione | HCID 11666726 | — |
| Product | 1-[6-(3,3-Dimethyl-but-1-enyl)-pyridin-3-ylmethyl]-3-hydroxy-1H-thieno[3,2-d]pyrimidine-2,4-dione | HCID 67203169 | — |
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-tert-butyl vinyl boronic acid via general procedure C. The crude product was purified by mass-triggered preparative HPLC. 1H NMR (DMSO-d6) δ 10.8 (bs, 1H), 8.53 (d, 1H, J=2.1 Hz), 8.14 (d, 1H, J=5.4 Hz), 7.62 (dd, 1H, J=2.1, 7.8 Hz), 7.38 (d, 1H, J=5.1 Hz), 7.36 (d, 1H, J=7.8 Hz), 6.78 (d, 1H, J=16.2 Hz), 6.35 (d, 1H, J=16.2 Hz), 5.29 (s, 2H), 1.09 (s, 9H); Electrospray MS: 358 (M+H); retention time: 2.62 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07947691B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-5968eb5aca834b92af452ccce89490a4 |
| Source note | uspto-grants-2011_05 |