N-bromobutanimide → 5-Bromo-6-chloropyrazin-2-amine

HRID 40656

반응식

HRID 40656 반응식
[Cl:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[N:4][CH:3]=1.[Br:9]N1C(=O)CCC1=O>ClCCl>[Br:9][C:3]1[N:4]=[CH:5][C:6]([NH2:8])=[N:7][C:2]=1[Cl:1]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 1184582-Amino-6-Chloropyrazine

생성물 1

HCID 181802075-Bromo-6-chloropyrazin-2-amine수율 49.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

6-Chloropyrazin-2-amine (2.50 g, 19.3 mmol) was stirred in dichloromethane (60 mL) and cooled to 0° C. N-Bromosuccinimide (2.92 g, 16.4 mmol) was added slowly and the reaction mixture was stirred at 0° C. for 60 minutes. The reaction mixture was filtered through celite and concentrated to give a brown oil. Purification by flash chromatography, eluting with 0-25% ethyl acetate-hexane, gave the title compound as a yellow solid (1.69 g, 8.16 mmol, 42%). 1HMR (d6-DMSO, 400 MHz) δ 7.65 (s, 1H), 7.1 (br s, 2H). LC-MS (1) rt 1.46 min; m/z (ESI−) 205 (M−H).

후처리

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated
  3. customto give a brown oil
  4. customPurification by flash chromatography
  5. washeluting with 0-25% ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-66baf1be2be64c5fa2e70dbb03ee932f
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530468B2

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