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

HRID 390108ノート

反応式

HRID 390108 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

反応条件

温度
0 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-62318aa24301476089a5ce1db8fab759
出典データセット
uspto-grants-2013_02
特許番号
US08383624B2

反応ノート

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