Tetrabutylammonium Fluoride → 2-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-ol

HRID 876410ノート

反応式

HRID 876410 の反応式
[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([O:21][Si](C(C)C)(C(C)C)C(C)C)[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12.CCCC[N+](CCCC)(CCCC)CCCC.[F-]>C1COCC1>[N:1]1[N:2]=[C:3]([C:10]2[CH:19]=[CH:18][C:17]3[C:12](=[C:13]([OH:21])[CH:14]=[C:15]([F:20])[CH:16]=3)[N:11]=2)[N:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=12

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 672334852-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-(triisopropylsilyloxy)quinoline

生成物 1

HCID 1363378052-([1,2,4]Triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-ol収率 87%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoro-8-(triisopropylsilyloxy)quinoline (5.00 g, 11.5 mmol) was dissolved in 250 mL of anhydrous THF, followed by cooling to 0° C., then addition of TBAF (4.49 g, 17.2 mmol). Following 1 hour, the reaction was complete by TLC, and the crude reaction partitioned between water and ethyl acetate. The crude work-up was then filtered through standard filter paper with ethyl acetate wash, affording the desired product 2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)-6-fluoroquinolin-8-ol (2.8 g, 9.99 mmol, 87% yield) as a white solid.

後処理

  1. customthe crude reaction
  2. custompartitioned between water and ethyl acetate
  3. filtrationThe crude work-up was then filtered through standard filter paper with ethyl acetate
  4. washwash

出典と根拠

ORDレコード
ord-cbb1654dbff048e3873519867302eb71
出典データセット
uspto-grants-2015_03
特許番号
US08987251B2

反応ノート

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