Sodium hydride → HCID 90034967, 화합물

HRID 1481312

반응식

HRID 1481312 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

HCID 90034967HCID 90034967, 화합물수율 80.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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)+.

후처리

  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

출처 및 근거

ORD 기록
ord-5339d04b8649486f81a9b6b40a30b900
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409908B2

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