HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → 2-Pyridinemethanol, 5-bromo-3-methoxy-, 2-acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (5-Bromo-3-methoxypyridin-2-yl)methanol | HCID 45361767 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Pyridinemethanol, 5-bromo-3-methoxy-, 2-acetate | HCID 59612993 | — |
Reaction Steps
To a mixture of (5-bromo-3-methoxy-pyridin-2-yl)-methanol (Stage 194.1.3, 2.79 mmol) and triethylamine (4.18 mmol) in dichloromethane was added slowly acetyl chloride (3.35 mmol) and the RM was stirred for 1 h at rt. The RM was diluted with dichloromethane, washed with saturated aqueous NaHCO3, with brine, dried over Na2SO4, filtered and evaporated. The residue was absorbed on silica gel and purified by flash chromatography (heptane/EtOAc 0% to 60%). The fractions containing product were evaporated together to give the title compound as a white solid. (HPLC: tR 2.72 min (Method A); M+H=260, 262 MS-ES)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08476294B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-eb4f7e89be1d42329f07a66b68ff01d3 |
| Source note | uspto-grants-2013_07 |