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

HRID 1825328노트

반응식

HRID 1825328 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-e3848b514e54498a87eb558e8dcdaa0e
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07045653B2

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