Sodium hydride → HCID 90034967、化合物

HRID 1481312

反応式

HRID 1481312 の反応式
[Br:1][C:2]1[CH:3]=[N:4][NH:5][C:6]=1[NH2:7].[H-].[Na+].[CH3:10][Si:11]([CH2:14][CH2:15][O:16][CH2:17]Cl)([CH3:13])[CH3:12]>C1COCC1>[Br:1][C:2]1[CH:3]=[N:4][N:5]([CH2:17][O:16][CH2:15][CH2:14][Si:11]([CH3:13])([CH3:12])[CH3:10])[C:6]=1[NH2:7]

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 1400793-Amino-4-bromopyrazoleHCID 27242712-Chloromethyl 2-(trimethylsilyl)ethyl ether

生成物 1

HCID 90034967HCID 90034967、化合物収率 80.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4-bromo-1H-pyrazol-5-amine (1 g, 6.17 mmol) in THF (20 mL) at 0° C. was added NaH (0.494 g, 12.35 mmol) and stirred at the same temperature for 30 mins To this mixture was then added SEM-Cl (1.095 mL, 6.17 mmol) and slowly allowed to raise to rt and stirred at rt for 1 h. The reaction mix was then quenched with Satd. NH4Cl and then extracted with EtOAc, dried over Na2SO4, filtered, and concentrated. Purification by normal phase chromatography afforded 221A (1.45 g, 80% yield) as a pale yellow oil. MS (ESI) m/z: 292.0 (M+H)+.

後処理

  1. stirringstirred at rt for 1 h
  2. additionThe reaction mix
  3. customwas then quenched with Satd
  4. extractionNH4Cl and then extracted with EtOAc
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customPurification by normal phase chromatography

出典と根拠

ORDレコード
ord-5339d04b8649486f81a9b6b40a30b900
出典データセット
uspto-grants-2016_08
特許番号
US09409908B2

関連ノート

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