Iodine → 4-[3-(Hydroxymethyl)-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]benzonitrile

HRID 1678779ノート

反応式

HRID 1678779 の反応式
[OH:1][CH2:2][C:3]1[N:15]2[C:6]([C:7]3[CH:8]=[C:9]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:10]([C:16]4[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=4)=[N:11][C:12]=3[CH:13]=[CH:14]2)=[N:5][N:4]=1.[NH4+:30].[OH-].II>C1COCC1>[OH:1][CH2:2][C:3]1[N:15]2[C:6]([C:7]3[CH:8]=[C:9]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)[C:10]([C:16]4[CH:17]=[CH:18][C:19]([C:20]#[N:30])=[CH:22][CH:23]=4)=[N:11][C:12]=3[CH:13]=[CH:14]2)=[N:5][N:4]=1

参加物

5

反応物 3

HCID 807IodineHCID 14923Ammonium HydroxideHCID 594728804-[3-(Hydroxymethyl)-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]benzaldehyde

生成物 1

HCID 594729444-[3-(Hydroxymethyl)-9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl]benzonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred suspension of 14-2 (0.4 g, 1.1 mMol) in anhydrous THF (15 mL) was added 3 mL of concentrated NH4OH. The solution was then treated with iodine (0.4 g, 1.6 mMol) followed by stirring at room temperature overnight. The reaction was quenched with saturated sodium thiosulfate solution (20 mL) and the product was extracted into ethyl acetate three times. The combined organic layers were washed with brine, dried with Na2SO4, filtered and concentrated in vacuo to yield 15-1 as a tan solid. Mass (M+1) calculated: 378.135 observed: 378.1345

後処理

  1. customThe reaction was quenched with saturated sodium thiosulfate solution (20 mL)
  2. extractionthe product was extracted into ethyl acetate three times
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d26b95519e4e4f3aa7dfa154d66d8883
出典データセット
uspto-grants-2011_08
特許番号
US08008317B2

反応ノート

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