Iodine chloride → 4-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

HRID 2114607노트

반응식

HRID 2114607 반응식
[Cl:1][C:2]1[C:3]2[CH:10]=[CH:9][N:8]([CH:11]3[CH2:15][CH2:14][CH2:13][CH2:12]3)[C:4]=2[N:5]=[CH:6][N:7]=1.[I:16]Cl>>[I:16][C:10]1[C:3]2[C:2]([Cl:1])=[N:7][CH:6]=[N:5][C:4]=2[N:8]([CH:11]2[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:9]=1

참가 물질

3

반응물 2

HCID 24640Iodine chlorideHCID 5198484-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 195974344-Chloro-7-cyclopentyl-5-iodo-7H-pyrrolo[2,3-d]pyrimidine

실험 절차

To a stirred solution of 4-Chloro-7-cyclopentyl-7H-pyrrolo[2,3-d]pyrimidine (1A, 116 g, 0.52 mole) in 1200 mL CH2CL2 was slowly added a dark brown solution of iodine monochloride (1.0 M, 785 mL) at room temperature over 30 minutes. The reaction mixture was refluxed for 22 h, cooled to room temperature and concentrated. The residue was redissolved in EtOAc, washed with saturated Na2SO3, H2O and brine. The organic layer was dried over Na2SO4 and concentrated. The residue was then recrystalized from i-PrOH to furnish 95 g white crystalline product.

후처리

  1. temperatureThe reaction mixture was refluxed for 22 h
  2. concentrationconcentrated
  3. dissolutionThe residue was redissolved in EtOAc
  4. washwashed with saturated Na2SO3, H2O and brine
  5. dry with materialThe organic layer was dried over Na2SO4
  6. concentrationconcentrated
  7. customThe residue was then recrystalized from i-PrOH

출처 및 근거

ORD 기록
ord-84a8e4e8c6224495ae55c16de94ee61b
출처 데이터셋
uspto-grants-2008_10
특허 번호
US07435739B2

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