Dimethylformamide → 2,3-Dimethyl-8-(2-bromo-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide

HRID 427494

反応式

HRID 427494 の反応式
S(O)(=O)(=O)C.[NH2:6][C:7]1[C:8]2[N:9]([C:16]([CH3:20])=[C:17]([CH3:19])[N:18]=2)[CH:10]=[C:11]([C:13]([NH2:15])=[O:14])[CH:12]=1.[Br:21][C:22]1[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[C:23]=1[CH2:24]Cl.C(N(C(C)C)CC)(C)C.CN(C)C=O>O.C(Cl)Cl>[CH3:19][C:17]1[N:18]=[C:8]2[C:7]([NH:6][CH2:24][C:23]3[C:26]([CH3:30])=[CH:27][CH:28]=[CH:29][C:22]=3[Br:21])=[CH:12][C:11]([C:13]([NH2:15])=[O:14])=[CH:10][N:9]2[C:16]=1[CH3:20]

参加物

7

反応物 4

HCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 183574341-Bromo-2-(chloromethyl)-3-methylbenzeneHCID 183574358-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylate

生成物 1

HCID 98650172,3-Dimethyl-8-(2-bromo-6-methylbenzylamino)-imidazo[1,2-a]pyridine-6-carboxamide収率 9.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
50 °C

実験手順

8-Amino-2,3-dimethylimidazo[1,2-a]pyridine-6-carboxamide mesylate (1.0 g, 5.0 mmol), 2-bromo-6-methylbenzylchloride (45%)(3.0 g, 5.0 mmol) and diisopropylethylamin (2.2 g, 17 mmol) were added to dimethylformamide (50 ml) and stirred at 50° C. for 48 h. Methylene chloride and water were added to the reaction mixture, the organic layer was separated, washed with saturated sodium chloride, dried (Na2SO4) and evaporated under reduced pressure. Purification of the residue twice by column chromatography on silica gel using methylene chloride:methanol (10:1) and ethylacetate as eluent gave 0.18 g (1%) of the desired product.

後処理

  1. customthe organic layer was separated
  2. washwashed with saturated sodium chloride
  3. dry with materialdried (Na2SO4)
  4. customevaporated under reduced pressure
  5. customPurification of the residue twice by column chromatography on silica gel

出典と根拠

ORDレコード
ord-2e3679b0ebe64071937205063e296722
出典データセット
uspto-grants-2001_11
特許番号
US06313137B1

関連ノート

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