Sodium hydride → (4-Benzyloxy-3,5-dimethyl-phenyl)-(6-chloro-pyrimidin-4-yl)-methanone

HRID 469298

反応式

HRID 469298 の反応式
[Cl:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[CH2:9]([O:16][C:17]1[C:24]([CH3:25])=[CH:23][C:20]([CH:21]=[O:22])=[CH:19][C:18]=1[CH3:26])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[I-].C[N+]1C2C=CC=CC=2N(C)C=1.[H-].[Na+]>C1COCC1>[CH2:9]([O:16][C:17]1[C:18]([CH3:26])=[CH:19][C:20]([C:21]([C:6]2[CH:7]=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=2)=[O:22])=[CH:23][C:24]=1[CH3:25])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 709434,6-DichloropyrimidineHCID 5635574-(Benzyloxy)-3,5-dimethylbenzaldehydeHCID 118217931,3-Dimethyl-1H-benzimidazol-3-ium iodide

生成物 1

HCID 58181140(4-Benzyloxy-3,5-dimethyl-phenyl)-(6-chloro-pyrimidin-4-yl)-methanone

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

150 mg (1.00 mmol) 4,6-dichloropyrimidine, 367 mg (1.50 mmol) 4-benzyloxy-3,5-dimethylbenzaldehyde and 166 mg (0.600 mmol) 1,3-dimethyl-3H-benzimidazol-1-ium-iodide (Chem. Pharm. Bull. 1990, 1147-52) in 10.0 mL THF were stirred at RT. Then 73.0 mg (1.51 mmol) sodium hydride (50% in mineral oil) were added and the reaction mixture was refluxed for 2.5 h. The reaction mixture was added to ice water and extracted with DCM. The organic phase was dried and evaporated down.

後処理

  1. temperaturethe reaction mixture was refluxed for 2.5 h
  2. extractionextracted with DCM
  3. customThe organic phase was dried
  4. customevaporated down

出典と根拠

ORDレコード
ord-2b99befe98664d19803e34af9b5504b7
出典データセット
uspto-grants-2014_01
特許番号
US08629137B2

関連ノート

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