2-tert-Butyl-1,1,3,3-tetramethylguanidine → 3-iodo-4-nitro-1-(2-(pyridin-2-yl)ethyl)-1H-indazole

HRID 706701ノート

反応式

HRID 706701 の反応式
C(N=C(N(C)C)N(C)C)(C)(C)C.[I:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2[N+:23]([O-:25])=[O:24])[NH:16][N:15]=1.Br.Br[CH2:28][CH2:29][C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=1>CC#N.O>[I:13][C:14]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][C:21]=2[N+:23]([O-:25])=[O:24])[N:16]([CH2:28][CH2:29][C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][N:31]=2)[N:15]=1

参加物

6

反応物 3

HCID 35715812-tert-Butyl-1,1,3,3-tetramethylguanidineHCID 129138592-(2-Bromoethyl)pyridine hydrobromideHCID 178526562HCID 178526562、化合物

生成物 1

HCID 679763233-iodo-4-nitro-1-(2-(pyridin-2-yl)ethyl)-1H-indazole収率 34%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

2-Tert-butyl-1,1,3,3-tetramethyl-guanidine (0.48 mL, 2.4 mmol) was added to a mixture of 3-iodo-4-nitro-1H-indazole (0.30 g, 1.0 mmol) and 2-(2-bromoethyl)pyridine hydrobromide (0.30 g, 1.1 mmol) in CH3CN (4 mL). The mixture was stirred at ambient temperature overnight, diluted with H2O (35 mL), stirred for 30 minutes, and then extracted with CHCl3. The combined organic extracts were dried over MgSO4 and concentrated. The residue was purified by silica gel chromatography, eluting with EtOAc, to provide 3-iodo-4-nitro-1-(2-(pyridin-2-yl)ethyl)-1H-indazole (0.14 mg, 34%) as a solid.

後処理

  1. stirringstirred for 30 minutes
  2. extractionextracted with CHCl3
  3. dry with materialThe combined organic extracts were dried over MgSO4
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel chromatography
  6. washeluting with EtOAc

出典と根拠

ORDレコード
ord-3518179b6d084d8aae756dee8c6b6544
出典データセット
uspto-grants-2015_11
特許番号
US09174981B2

反応ノート

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