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Sodium Hydroxide → 2-chloro-6-fluoro-4-(1H-pyrazol-3-yl)benzonitrile

HRID 1409311
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HRID 1409311 반응식
Cl.[Cl:2][C:3]1[CH:10]=[C:9]([C:11]2[NH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[C:7]([F:16])[C:4]=1[C:5]#[N:6].[OH-].[Na+]>C1COCC1>[Cl:2][C:3]1[CH:10]=[C:9]([C:11]2[NH:15][N:14]=[CH:13][CH:12]=2)[CH:8]=[C:7]([F:16])[C:4]=1[C:5]#[N:6]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 709807222-Chloro-6-fluoro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride

생성물 1

HCID 671697812-chloro-6-fluoro-4-(1H-pyrazol-3-yl)benzonitrile수율 80.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Chloro-6-fluoro-4-(1H-pyrazol-5-yl)benzonitrile hydrochloride (201 mmol, 51.8 g) was dissolved in THF (510 ml). Sodium hydroxide 50% (401 mmol, 32.1 g) was added and the resulting mixture was stirred at RT for 3 h. Almost all the solvents were evaporated and water was added to the residue. The mixture was stirred overnight at RT. The precipitate was removed by filtration the solid was flushed twice with water. The solid was dried under vacuum. 35.8 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 7.05 (d, 1H), 7.88-7.97 (m, 2H), 8.02-8.07 (m, 1H), 13.37 (bs, 1H).

후처리

  1. customAlmost all the solvents were evaporated
  2. additionwater was added to the residue
  3. stirringThe mixture was stirred overnight at RT
  4. customThe precipitate was removed by filtration the solid
  5. customwas flushed twice with water
  6. customThe solid was dried under vacuum

출처 및 근거

ORD 기록
ord-5ad683de8ee8439bae3d68b9104896b2
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08921378B2

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