Cyanide → 3-Bromopyridine-2-carbonitrile

HRID 423177ノート

反応式

HRID 423177 の反応式
[Br:1][C:2]1[CH:3]=[N+:4]([O-])[CH:5]=[CH:6][CH:7]=1.[C-:9]#[N:10]>N1C=CC=CC=1>[Br:1][C:2]1[C:3]([C:9]#[N:10])=[N:4][CH:5]=[CH:6][CH:7]=1

参加物

4

反応物 2

HCID 5975CyanideHCID 142763Pyridine, 3-bromo-, 1-oxide

生成物 1

HCID 8176943-Bromopyridine-2-carbonitrile

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

In Scheme I is described the preparation of pyridine intermediates (5) and (6). In Scheme I, Step 1,3-bromopyridine (1) is oxidized to 3-bromo-pyridine-N-oxide (2). In Scheme I, Step 2, cyanide addition gives 3-bromo-pyridine-2-carbonitrile (3). The nitrile of formula (3) is hydrolyzed to the carboxylic acid and esterified with acid catalysis to the ester of formula (4). In Scheme I, Step 4, the ester is reduced to the pyridylmethanol of formula (5a) using sodium borohydride.

出典と根拠

ORDレコード
ord-0d6d80b5e8f347ff8cbffc974dbc79d0
出典データセット
uspto-grants-2012_01
特許番号
US08101761B2

反応ノート

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