HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Cyclohexenylboronic acid → 5-(4-Amino-3-cyclohex-1-enyl-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Cyclohexenylboronic acid | HCID 3862902 | — |
| Reactant | 5-(4-Amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one trifluoroacetic acid salt | HCID 67188567 | — |
| Product | 5-(4-Amino-3-cyclohex-1-enyl-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one | HCID 59771259 | 38% |
Reaction Steps
5-(4-Amino-3-bromo-phenyl)-1,3-dimethyl-tetrahydro-pyrimidin-2-one trifluoroacetic acid salt (as prepared in the previous step, 92 mg, 0.30 mmol) was reacted with cyclohex-1-enyl boronic acid (48.7 mg, 0.375 mmol) according to the Suzuki coupling procedure of Example 4, step (e) and purified on silica (2% MeOH-EtOAc) to afford the title compound (35 mg, 38%): Mass spectrum (ESI, m/z): Calcd. for C18H25N3O, 300.2 (M+H), found 300.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481564B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-73f26d602b7d45cbbbdba7a9b4e4e035 |
| Source note | uspto-grants-2013_07 |