N-Iodosuccinimide → 5-iodo-4-methyl-7H-pyrrolo[2,3-d]pyrimidine

HRID 509930노트

반응식

HRID 509930 반응식
[CH3:1][C:2]1[C:3]2[CH:10]=[CH:9][NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.[I:11]N1C(=O)CCC1=O>ClCCl>[I:11][C:10]1[C:3]2[C:2]([CH3:1])=[N:7][CH:6]=[N:5][C:4]=2[NH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 513419594-Methyl-7H-pyrrolo(2,3-d)pyrimidine

생성물 1

HCID 582592995-iodo-4-methyl-7H-pyrrolo[2,3-d]pyrimidine수율 76.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To 4-methyl-7H-pyrrolo[2,3-d]pyrimidine (18, 0.634 g, 4.76 mmol) in 50 mL of dichloromethane, N-iodosuccinimide (1.3 g, 5.7 mmol) was added and the reaction stirred at room temperature for 45 minutes. The reaction was concentrated under vacuum, then ethyl acetate was added and washed with 1 N aqueous sodium thiosulfate. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography, eluting with 20-100% ethyl acetate in hexane. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound (19, 0.94 g). MS (ESI) [M+H+]+=260.26.

후처리

  1. concentrationThe reaction was concentrated under vacuum
  2. additionethyl acetate was added
  3. washwashed with 1 N aqueous sodium thiosulfate
  4. dry with materialThe organic layer was dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under vacuum
  7. customThe resulting material was purified by silica gel column chromatography
  8. washeluting with 20-100% ethyl acetate in hexane
  9. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-96a101577cbc4cb9bc9cede27d7906fd
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09096593B2

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