HuagongsheHuagongshe Chemistry Print Report · For research reference only
(5-Bromo-3-pyridinyl)methanol → HCID 66797668, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (5-Bromo-3-pyridinyl)methanol | HCID 2784733 | — |
| Reactant | HCID 66797907 | HCID 66797907 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 66797668 | HCID 66797668 | 44.3% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 6-Chloro-3-methyl-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3H-benzooxazol-2-one (60 mg, 0.194 mmol), (5-Bromo-pyridin-3-yl)-methanol (36.4 mg, 0.194 mmol), polymer bound Pd(PPh3)4 (44.1 mg, 4.85 μmol) in DME (5 mL) was heated to 100° C. for 4 hr. After filtration through a pad of Na2SO4, the solution was concentrated, and the residue was purified by column (MeOH—CH2Cl2, v/v, 1%-2.5%-4.0%) and yielded colorless solid (25 mg). 1H NMR (400.3 MHz, CDCl3): δ 3.35 (s, 3H), 4.77 (s, 2H), 6.85 (s, 1H), 7.31 (s, 1H), 7.74 (s, 1H), 8.53 (s, 1H), 8.57 (s, 1H). HRMS (ESI): calculated for C14H11ClN2O3: 290.04582. Found: 290.04666.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455522B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-badadfc7e360468786b7e697518ce126 |
| Source note | uspto-grants-2013_06 |