4-bromo-3-hydroxymethylpyridine [background and overview]
4-bromo-3-hydroxymethylpyridine, the english name is (4-bromopyridin-3-yl)methanol, cas number is 197007-87-7, and the molecular formula is c6h6brno, molecular weight 188.02200; psa: 33.12000; logp: 1.33640. density 1.668g/cm3, boiling point 302.8ºc at 760 mmhg, flash point 136.9ºc, refractive index 1.598, vapor pressure 0.000427mmhg at 25°c.
if 4-bromo-3-hydroxymethylpyridine is inhaled, please move the patient to fresh air; if there is skin contact, take off contaminated clothing and wash the skin thoroughly with soap and water. if you feel discomfort, seek medical attention; if eye contact occurs, separate eyelids, rinse with running water or saline, and seek medical attention immediately; if ingested, rinse mouth immediately, do not induce vomiting, and seek medical attention immediately. advice to protect rescuers is as follows: move the patient to a safe place, consult a doctor, and if conditions permit, please show this chemical safety data sheet to the doctor who comes to the scene. if there is a small leak, collect the leaked liquid in a sealable container as much as possible, absorb it with sand, activated carbon or other inert materials, and transfer it to a safe place. do not flush it into the sewer; if there is a large leak, build a dike or dig a pit. contain, seal the drainage pipe, cover it with foam to inhibit evaporation, use an explosion-proof pump to transfer it to a tanker or a special collector, and recycle or transport it to a waste treatment site for disposal.
4-bromo-3-hydroxymethylpyridine [synthesis]
4-bromopyridine-3-carboxaldehyde can be used as the reaction raw material to react to generate 4-bromo-3-hydroxymethylpyridine with a yield of 70%. the reaction equation is as follows:
4-bromo-3-hydroxymethylpyridine [application]
4-bromo-3-hydroxymethylpyridine can be used as an intermediate for the synthesis of other compounds with certain activity from chromium picolidine. application examples of 4-bromo-3-hydroxymethylpyridine are as follows: n-butylboronic acid:
compound 1 is prepared by mitsunobu reaction between iodopyridine methanol solution of 4-bromo-3-hydroxymethylpyridine (6) and alkynylphenol (7). the reaction equation is as follows:
afterwards, the alkyne aryl iodide (1) undergoes a palladium-catalyzed reaction in the presence of 3-nitrophenylboronic acid to obtain pyridine oxepane 2a. the reaction equation is as follows:
4-bromo-3-hydroxymethylpyridine [reference]
[1] https://baike.molbase.cn/cidian/976840_xianlu_1075254
[2] carson m w, giese m w, coghlan m j. an intra/intermolecular suzuki sequence to benzopyridyloxepines containing geometrically pure exocyclic tetrasubstituted alkenes[j]. organic letters, 2008, 10(13): 2701-2704.
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