HuagongsheHuagongshe Chemistry Print Report · For research reference only
Boron tribromide → HCID 135947948, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-chloro-4-(4-methoxyphenyl)pyrimidine | HCID 11148739 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 135947948 | HCID 135947948 | 94.6% |
Reaction Steps
To a solution of 17 (3.7 g, 16.8 mmol) in dry dichloromethane (42 mL) at 0° C. was added boron tribromide (3.17 mL, 33.5 mmol). The mixture was stirred vigorously at room temperature for 16 h, cooled down to 0° C. Ice-water was poured-in and the stirring was continued for 30 min. The reaction mixture was concentrated to form a precipitate which was collected by filtration, washed with water, dried and purified by flash chromatography on silica gel (MeOH/CH2Cl2: 2/98) to afford the title compound 18 (3.28 g, 15.9 mmol, 94% yield). 1H NMR: (400 MHz, DMSO-d6) δ (ppm): 10.26 (s, 1H), 8.66 (d, J=5.6 Hz, 1H), 8.05 (td, J=8.4, 1.6 Hz, 2H), 7.96 (d, J=5.6 Hz, 1H), 6.90 (td, J=8.4, 1.6 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253204B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-4fc28c25f07c4d91b0e0ea95b2926e3b |
| Source note | uspto-grants-2007_08 |