Sodium hydride → methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

HRID 714391노트

반응식

HRID 714391 반응식
[O:1]=[C:2]1[NH:6][N:5]=[CH:4][N:3]1[C:7]1[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=1)[C:10]([O:12][CH3:13])=[O:11].[H-].[Na+].Br[CH2:20][C:21]1[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=1>CN(C)C=O>[F:27][C:24]1[CH:25]=[CH:26][C:21]([CH2:20][N:6]2[C:2](=[O:1])[N:3]([C:7]3[CH:8]=[C:9]([CH:14]=[CH:15][N:16]=3)[C:10]([O:12][CH3:13])=[O:11])[CH:4]=[N:5]2)=[CH:22][CH:23]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 680214-Fluorobenzyl bromideHCID 58247755methyl 2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

생성물 1

HCID 58247815methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
0 °C

실험 절차

To a solution of methyl 2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate (1.68 g, 7.63 mmol) in N,N-dimethylformamide (76 mL) was added sodium hydride (60% dispersion in mineral oil, 0.67 g, 16.80 mmol) at 0° C. The resulting reaction mixture was stirred for 1 hour at 0° C., followed by the addition of 1-(bromomethyl)-4-fluorobenzene (3.23 g, 17.09 mmol) dropwise. The reaction mixture was stirred at ambient temperature for 48 hours and concentrated in vacuo to dryness to give methyl 2-(1-(4-fluorobenzyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate, and used in the further reaction without purification

후처리

  1. customThe resulting reaction mixture
  2. stirringThe reaction mixture was stirred at ambient temperature for 48 hours
  3. concentrationconcentrated in vacuo to dryness

출처 및 근거

ORD 기록
ord-3d61d17c314c4c9da60c26a91c6b4e46
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09187426B2

반응 노트

불러오는 중…