Iodoethane → 4-Chloro-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one

HRID 1685176

反応式

HRID 1685176 の反応式
[Cl:1][C:2]1[C:3]2[CH2:10][C:9](=[O:11])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1.C[Si](C)(C)[N-][Si](C)(C)C.[Li+].[CH2:22](I)[CH3:23]>C1COCC1>[Cl:1][C:2]1[C:3]2[CH:10]([CH2:22][CH3:23])[C:9](=[O:11])[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

参加物

5

反応物 3

HCID 6340IodoethaneHCID 2733832Lithium HexamethyldisilazideHCID 120958704-chloro-5H,6H,7H-pyrrolo[2,3-d]pyrimidin-6-one

生成物 1

HCID 593223624-Chloro-5-ethyl-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one収率 41.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-78 °C

実験手順

Add 4-chloro-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one (0.5 g; 0.0029 mol; 1.0 equiv) in THF (20 mL) and cool to −78° C. under argon atmosphere. Add drop-wise lithium hexamethyl-disilazide (5.89 mL, 0.0059 mol; 2.0 equiv; 1 M in THF). Stir at −78° C. for 30 min. Add drop-wise ethyl iodide (0.48 mL; 0.0059 mol; 2.0 equiv) and allow the reaction temperature to come to 0° C. slowly. Stir for 4 h. Quench with saturated ammonium chloride aqueous and extract with EA. Evaporate the organic layer to get the title compound (0.24 g; 41.38%).

後処理

  1. customto come to 0° C.
  2. stirringStir for 4 h
  3. customQuench with saturated ammonium chloride aqueous
  4. extractionextract with EA
  5. customEvaporate the organic layer

出典と根拠

ORDレコード
ord-b8d34e63e89f430d8c8aa720f0db1e55
出典データセット
uspto-grants-2012_04
特許番号
US08148387B2

関連ノート

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