Water → 1-(5-bromomethyl-pyrazin-2-yl)-5-chloro-1H-pyridin-2-one

HRID 1421730노트

반응식

HRID 1421730 반응식
C1C(=O)N([Br:8])C(=O)C1.CSC.[Cl:12][C:13]1[CH:14]=[CH:15][C:16](=[O:27])[N:17]([C:19]2[CH:24]=[N:23][C:22]([CH2:25]O)=[CH:21][N:20]=2)[CH:18]=1.O>C(Cl)Cl>[Br:8][CH2:25][C:22]1[N:23]=[CH:24][C:19]([N:17]2[CH:18]=[C:13]([Cl:12])[CH:14]=[CH:15][C:16]2=[O:27])=[N:20][CH:21]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 1068Dimethyl SulfideHCID 67184N-bromobutanimideHCID 187797445-chloro-1-(5-hydroxymethyl-pyrazin-2-yl)-1H-pyridin-2-one

생성물 1

HCID 187796991-(5-bromomethyl-pyrazin-2-yl)-5-chloro-1H-pyridin-2-one

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
-20 °C

실험 절차

To a slurry of NBS (0.598 g, 3.36 mmol) in CH2Cl2 (10 ml) at 0° C. was added methylsulfide (0.296 ml, 4.035 mmol). The slurry was cooled to -20° C. and the alcohol from step 3 (0.532 g, 2.24 mmol) was added followed by CH2Cl2 (10 ml). The reaction was stirred at 0° C. for 3 hrs and then at room temperature for 24 hrs. The reaction was poured into water and extracted into CH2Cl2 and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, EtOAc: CH2Cl2 30:70) to afford the title compound.

후처리

  1. waitat room temperature for 24 hrs
  2. extractionextracted into CH2Cl2
  3. dry with materialthe combined extracts were dried (MgSO4)
  4. customevaporated in vacuo
  5. customThe residue was chromatographed (silica gel, EtOAc: CH2Cl2 30:70)

출처 및 근거

ORD 기록
ord-d66a57bc78bc4d9d9cb430dd81251735
출처 데이터셋
uspto-grants-2000_06
특허 번호
US06077853

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