Aniline → HCID 24771608、化合物

HRID 645359ノート

反応式

HRID 645359 の反応式
Cl.CN(C)CCCN=C=NCC.O[N:14]1[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2N=N1.[CH3:23][C:24]1[C:25]2[N:26]([CH:30]=[C:31]([C:33](O)=[O:34])[N:32]=2)[CH:27]=[CH:28][CH:29]=1.NC1C=CC=CC=1>ClCCl.O.C(N(CC)CC)C>[CH3:23][C:24]1[C:25]2[N:26]([CH:30]=[C:31]([C:33]([NH:14][C:18]3[CH:17]=[CH:22][CH:21]=[CH:20][CH:19]=3)=[O:34])[N:32]=2)[CH:27]=[CH:28][CH:29]=1

参加物

8

反応物 4

HCID 6115AnilineHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 27598608-methylimidazo[1,2-a]pyridine-2-carboxylic acid

生成物 1

HCID 24771608HCID 24771608、化合物収率 76.9%

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回HCID 8471Triethylamine溶媒

実験手順

1.67 ml of triethylamine, 1.53 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 1.08 g of 1-hydroxybenzotriazole are added to a solution of 0.176 g of 8-methylimidazo[1,2-a]pyridine-2-carboxylic acid in 12 ml of dichloromethane. The reaction mixture is stirred at ambient temperature for 20 minutes. 0.090 ml of aniline is added. The reaction mixture is stirred at ambient temperature for 4 hours. 60 ml of dichloromethane and 30 ml of water are added. After separation by settling, the organic phase is dried over magnesium sulfate, filtered and evaporated to dryness under reduced pressure. After purifying by flash chromatography (silica, eluent dichloromethane/ethyl acetate 98/02 by volume), 0.193 g of 8-methyl-N-phenylimidazo[1,2-a]pyridine-2-carboxamide is obtained in the form of a white solid.

後処理

  1. stirringThe reaction mixture is stirred at ambient temperature for 4 hours
  2. customAfter separation
  3. dry with materialthe organic phase is dried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated to dryness under reduced pressure
  6. customAfter purifying by flash chromatography (silica, eluent dichloromethane/ethyl acetate 98/02 by volume)

出典と根拠

ORDレコード
ord-11f3f19d5650425bbfd059c84a85dc6b
出典データセット
uspto-grants-2010_04
特許番号
US07704989B2

反応ノート

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