Potassium tert-butoxide → N-[2,6-dimethyl-4-(2-trifluoromethyl-7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-phenyl]-3,3-dimethyl-butyramide

HRID 1043825

反応式

HRID 1043825 の反応式
CC(C)([O-])C.[K+].[F:7][C:8]([F:20])([F:19])[C:9]1[CH:18]=[CH:17][C:16]2[CH2:15][NH:14][CH2:13][CH2:12][C:11]=2[N:10]=1.Br[C:22]1[CH:27]=[C:26]([CH3:28])[C:25]([NH:29][C:30](=[O:36])[CH2:31][C:32]([CH3:35])([CH3:34])[CH3:33])=[C:24]([CH3:37])[CH:23]=1>C1(C)C=CC=CC=1>[CH3:28][C:26]1[CH:27]=[C:22]([N:14]2[CH2:13][CH2:12][C:11]3[N:10]=[C:9]([C:8]([F:7])([F:19])[F:20])[CH:18]=[CH:17][C:16]=3[CH2:15]2)[CH:23]=[C:24]([CH3:37])[C:25]=1[NH:29][C:30](=[O:36])[CH2:31][C:32]([CH3:34])([CH3:33])[CH3:35]

参加物

5

反応物 3

HCID 23665647Potassium tert-butoxideHCID 534719842-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridineHCID 59741059N-(4-Bromo-2,6-dimethyl-phenyl)-3,3-dimethyl-butanamide

生成物 1

HCID 25182406N-[2,6-dimethyl-4-(2-trifluoromethyl-7,8-dihydro-5H-[1,6]naphthyridin-6-yl)-phenyl]-3,3-dimethyl-butyramide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

Bis(dibenzylidineacetone)palladium (15 mg, 0.026 mmol) and (2′-dicyclohexyl phosphanyl-biphenyl-2-yl)-dimethylamine (40 mg, 0.1 mmol) were added to dry toluene (5 mL purged with argon for 30 min), and the mixture was stirred for an additional 30 minutes at room temperature under argon. Potassium tert-butoxide (188 g, 71 mmol), compound 7 (191 mg, 0.8 mmol), aid compound 8 (200 mg, 0.67 mmol) were then added; the reaction mixture was stirred at 80° C. overnight. The reaction mixture was then cooled to room temperature, filtered through a pad of silica gel, and purified by preparative TLC (DCM/MeOH 5%) to afford compound 11.

後処理

  1. stirringthe reaction mixture was stirred at 80° C. overnight
  2. temperatureThe reaction mixture was then cooled to room temperature
  3. filtrationfiltered through a pad of silica gel
  4. custompurified by preparative TLC (DCM/MeOH 5%)

出典と根拠

ORDレコード
ord-730be7c5478a4503a4fd7465552b4cb8
出典データセット
uspto-grants-2013_10
特許番号
US08563566B2

関連ノート

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