Thionyl bromide → 5-(Bromomethyl)-2-methylpyridine--hydrogen bromide (1/1)

HRID 1825328ノート

反応式

HRID 1825328 の反応式
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8]O)=[CH:4][CH:3]=1.S(Br)([Br:12])=O>ClCCl>[BrH:12].[Br:12][CH2:8][C:5]1[CH:4]=[CH:3][C:2]([CH3:1])=[N:7][CH:6]=1

参加物

4

反応物 2

HCID 68176Thionyl bromideHCID 11228788(6-Methylpyridin-3-yl)methanol

生成物 1

HCID 221456055-(Bromomethyl)-2-methylpyridine--hydrogen bromide (1/1)

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of (6-methylpyridin-3-yl)methanol (J. Med. Chem. 43; 18; 2000; 3386) (492 mg, 4 mmol) and thionyl bromide (4.16 g, 20 mmol) in dichloromethane (20 ml) was stirred at room temperature for 3 hours. The reaction was concentrated under reduced pressure and the residue azeotroped with dichloromethane. The residual red oil was triturated well with ether to afford the title compound as an orange powder, 1.39 g; 1H NMR (DMSOd6, 400 MHz) δ: 2.64 (s, 3H), 4.81 (s, 2H), 7.81 (d, 1H), 8.42 (d, 1H), 8.84 (s, 1H).

後処理

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customthe residue azeotroped with dichloromethane
  3. customThe residual red oil was triturated well with ether

出典と根拠

ORDレコード
ord-e3848b514e54498a87eb558e8dcdaa0e
出典データセット
uspto-grants-2006_05
特許番号
US07045653B2

反応ノート

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