(NE)-2-methyl-N-[[4-(9-phenyl-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl]methylidene]propane-2-sulfinamide → 2-Methyl-N-{1-[4-(9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]ethyl}propane-2-sulfinamide

HRID 1678748ノート

反応式

HRID 1678748 の反応式
[CH3:1][Mg]Br.[CH3:4][C:5]([S:8](/[N:10]=[CH:11]/[C:12]1[CH:17]=[CH:16][C:15]([C:18]2[C:27]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[CH:26][C:25]3[C:24]4=[N:34][N:35]=[CH:36][N:23]4[CH:22]=[CH:21][C:20]=3[N:19]=2)=[CH:14][CH:13]=1)=[O:9])([CH3:7])[CH3:6]>C(Cl)Cl>[CH3:7][C:5]([S:8]([NH:10][CH:11]([C:12]1[CH:13]=[CH:14][C:15]([C:18]2[C:27]([C:28]3[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=3)=[CH:26][C:25]3[C:24]4=[N:34][N:35]=[CH:36][N:23]4[CH:22]=[CH:21][C:20]=3[N:19]=2)=[CH:16][CH:17]=1)[CH3:1])=[O:9])([CH3:4])[CH3:6]

参加物

4

反応物 2

HCID 59472989(NE)-2-methyl-N-[[4-(9-phenyl-[1,2,4]triazolo[3,4-f][1,6]naphthyridin-8-yl)phenyl]methylidene]propane-2-sulfinamideHCID 178418573HCID 178418573、化合物

生成物 1

HCID 594730512-Methyl-N-{1-[4-(9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]ethyl}propane-2-sulfinamide

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Methylmagnesium bromide solution (13.5 mL of 1.4 M solution in 3:1 toluene/THF, 19 mmol) was added to a stirred solution of 2-methyl-N-{(1E)-[4-(9-phenyl[1,2,4]triazolo[3,4-f]-1,6-naphthyridin-8-yl)phenyl]methylidene}propane-2-sulfinamide (7-2, 298 mg, 0.66 mmol) in methylene chloride (5 mL) at −78° C. and the solution was warmed to rt. After 18 h, the reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate, washed with brine, dried over magnesium sulfate, filtered, and concentrated to give an amber foam, which was purified via silica gel chromatography (0-10% MeOH/CH2Cl2 over 30 min) to give the title compound as a yellow foam.

後処理

  1. customthe reaction was quenched with saturated ammonium chloride solution
  2. extractionextracted with ethyl acetate
  3. washwashed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customto give an amber foam, which
  8. customwas purified via silica gel chromatography (0-10% MeOH/CH2Cl2 over 30 min)

出典と根拠

ORDレコード
ord-a94fbe355a0444b2a9ca0eecc7310a91
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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