Potassium Sodium Tartrate → HCID 86622467, 화합물

HRID 606800

반응식

HRID 606800 반응식
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

참가 물질

7

반응물 4

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

생성물 1

HCID 86622467HCID 86622467, 화합물수율 33.2%

시약·촉매·용매 2

HCID 1140Toluene용매2회HCID 8857Ethyl Acetate용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-587fed56830847d1b4748c7a75299f09
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

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