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

HRID 1775170노트

반응식

HRID 1775170 반응식
[CH:1]1([C:6]2[C:7]3[CH:14]=[CH:13][NH:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[I:15]N1C(=O)CCC1=O>ClCCl>[CH:1]1([C:6]2[C:7]3[C:14]([I:15])=[CH:13][NH:12][C:8]=3[N:9]=[CH:10][N:11]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

참가 물질

4

반응물 2

HCID 120273N-IodosuccinimideHCID 116369524-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 579632054-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine수율 371.2%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

4-Cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine (48, 0.099 g, 0.53 mmol) was dissolved in 3.4 mL of dichloromethane under an atmosphere of nitrogen and N-iodosuccinimide (0.131 g, 0.582 mmol) was added. The mixture was stirred overnight, then quenched with aqueous sodium thiosulfate. The aqueous layer was separated and washed with ethyl acetate. The organic layers were combined and washed with water, brine, dried over sodium sulfate and filtered. The filtrate was concentrated under vacuum to provide the desired compound (49, 0.616 g), used in the next step without further purification. MS (ESI) [M+H+]+=313.9.

후처리

  1. customquenched with aqueous sodium thiosulfate
  2. customThe aqueous layer was separated
  3. washwashed with ethyl acetate
  4. washwashed with water, brine
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under vacuum

출처 및 근거

ORD 기록
ord-3500742b585145759b34963dad71b717
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09260437B2

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