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

HRID 1692836ノート

反応式

HRID 1692836 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-42307225dbbc406aafeeabe8ed3d0a3e
出典データセット
uspto-grants-2012_04
特許番号
US08158636B2

反応ノート

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