Dichloromethane → 2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine

HRID 390108노트

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HRID 390108 반응식
[I:1]Cl.ClCCl.[Cl:6][C:7]1[N:8]=[C:9]2[CH:15]=[CH:14][NH:13][C:10]2=[N:11][CH:12]=1>N1C=CC=CC=1>[Cl:6][C:7]1[N:8]=[C:9]2[C:15]([I:1])=[CH:14][NH:13][C:10]2=[N:11][CH:12]=1

참가 물질

5

반응물 3

HCID 6344DichloromethaneHCID 24640Iodine chlorideHCID 457896382-Chloro-5H-pyrrolo[2,3-B]pyrazine

생성물 1

HCID 536276902-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine수율 66%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
0 °C

실험 절차

A 1 M solution of iodine monochloride in dichloromethane (9.84 mL, 9.84 mmol) was added dropwise to an ice-cold solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (6.75 g, 11.07 mmol) in anhydrous pyridine (12 mL). The reaction mixture was stirred at 0° C. for 60 minutes, then concentrated. The residue was partitioned between ethyl acetate and brine. The organic phase was washed with brine and concentrated. The crude product was stirred with 15 mL of dichloromethane. The yellow solid material was collected by filtration, washed with dichloromethane and dried to give 2.86 g of the title product. Yield: 66%. MS (DCI+) m/z 280 (M+H)+.

후처리

  1. concentrationconcentrated
  2. customThe residue was partitioned between ethyl acetate and brine
  3. washThe organic phase was washed with brine
  4. concentrationconcentrated
  5. stirringThe crude product was stirred with 15 mL of dichloromethane
  6. filtrationThe yellow solid material was collected by filtration
  7. washwashed with dichloromethane
  8. customdried

출처 및 근거

ORD 기록
ord-62318aa24301476089a5ce1db8fab759
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08383624B2

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