Potassium Sodium Tartrate → HCID 86622467、化合物

HRID 606800

反応式

HRID 606800 の反応式
C[Al](C)C.C(O[C:8](=[O:24])[C:9]1[CH:14]=[C:13]([C:15]#[C:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)[CH:12]=[N:11][CH:10]=1)C.[CH3:25][NH:26][O:27][CH3:28].[C@H](O)(C([O-])=O)[C@@H](O)C([O-])=O.[Na+].[K+]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:23][C:19]1[CH:18]=[C:17]([C:16]#[C:15][C:13]2[CH:12]=[N:11][CH:10]=[C:9]([CH:14]=2)[C:8]([N:26]([O:27][CH3:28])[CH3:25])=[O:24])[CH:22]=[CH:21][CH:20]=1

参加物

7

反応物 4

HCID 9357Potassium Sodium TartrateHCID 14232N,O-DimethylhydroxylamineHCID 16682925TrimethylaluminumHCID 670477625-(3-Fluorophenylethynyl)-nicotinic acid ethyl ester

生成物 1

HCID 86622467HCID 86622467、化合物収率 33.2%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒2 回HCID 8857Ethyl Acetate溶媒

実験手順

Sequentially add a 2 M solution of trimethylaluminum in toluene (0.64 g, 8.91 mmol) and 5-(3-fluorophenylethynyl)-nicotinic acid ethyl ester (0.24 g, 0.89 mmol), (prepared essentially as described in PREPARATION 17), to a solution of N,O-dimethylhydroxylamine (0.435 g, 4.46 mmol) in anhydrous toluene (4.0 mL) at 0° C. After 30 min, warm to room temperature and stir overnight. Dilute the reaction with ethyl acetate and an aqueous saturated solution of Rochelle salt (potassium sodium tartrate) and stir vigorously for 1 h. Separate the organic layer; dry (magnesium sulfate), filter and concentrate. Purify the resulting residue by silica gel chromatography, eluting with a linear gradient of 100:0 to 60:40 tetrahydrofuran:hexanes, to give the title compound as a pale yellow oil (0.084 g, 33%).

後処理

  1. custom(prepared essentially
  2. additionDilute
  3. customSeparate the organic layer
  4. dry with materialdry (magnesium sulfate)
  5. filtrationfilter
  6. concentrationconcentrate
  7. customPurify the resulting residue by silica gel chromatography
  8. washeluting with a linear gradient of 100:0 to 60:40 tetrahydrofuran

出典と根拠

ORDレコード
ord-587fed56830847d1b4748c7a75299f09
出典データセット
uspto-grants-2011_03
特許番号
US07915424B2

関連ノート

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