Methyl iodide → 4-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazole

HRID 523108

反応式

HRID 523108 の反応式
[H-].[Na+].[Br:3][C:4]1[CH:5]=[N:6][N:7]([CH3:11])[C:8]=1[CH2:9][OH:10].I[CH3:13]>C1COCC1.CN(C=O)C.C1COCC1.[Cl-].[Na+].O>[Br:3][C:4]1[CH:5]=[N:6][N:7]([CH3:11])[C:8]=1[CH2:9][O:10][CH3:13]

参加物

7

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57415773(4-bromo-1-methyl-1H-pyrazol-5-yl)methanol

生成物 1

HCID 899956044-bromo-5-(methoxymethyl)-1-methyl-1H-pyrazole収率 67.2%

試薬・触媒・溶媒 3

HCID 8028Tetrahydrofuran溶媒HCID 21974620tetrahydrofuran N,N-dimethylformamide溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

NaH (60%, 58 mg) was added to a solution of (4-bromo-1-methyl-1H-pyrazol-5-yl)methanol (Preparation 149, 97 mg, 1.03 mmol) in THF/DMF (8/4 mL). After stirring for 15 minutes, iodomethane (439 mg, 3.09 mmol) in THF (1 mL) was added. The resulting solution was stirred at room temperature for 16 hours. The reaction mixture was diluted with brine and extracted with EtOAc. The combined organic layers were washed with water, dried over sodium sulphate and concentrated in vacuo to afford the title compound (142 mg, 67%).

後処理

  1. stirringThe resulting solution was stirred at room temperature for 16 hours
  2. extractionextracted with EtOAc
  3. washThe combined organic layers were washed with water
  4. dry with materialdried over sodium sulphate
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-07e36eea7b7d45ccb68517445ea40eec
出典データセット
uspto-grants-2016_05
特許番号
US09334286B2

関連ノート

読み込み中…