2-Chloroaniline → HCID 24771611、化合物

HRID 1952203ノート

反応式

HRID 1952203 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[NH2:4].CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.ONN1C=CN=N1.C(N(CC)C(C)C)(C)C.[Cl:49][C:50]1[CH:51]=[CH:52][C:53]2[N:54]([CH:56]=[C:57]([C:59](O)=[O:60])[N:58]=2)[CH:55]=1>CN(C)C=O.C(=O)([O-])O.[Na+]>[Cl:49][C:50]1[CH:51]=[CH:52][C:53]2[N:54]([CH:56]=[C:57]([C:59]([NH:4][C:3]3[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=3[Cl:1])=[O:60])[N:58]=2)[CH:55]=1

参加物

8

反応物 5

HCID 72402-ChloroanilineHCID 81531DiisopropylethylamineHCID 27576146-chloroimidazo[1,2-a]pyridine-2-carboxylic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 136346319HCID 136346319、化合物

生成物 1

HCID 24771611HCID 24771611、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
70 °C

実験手順

54 μl of 2-chloroaniline, 211 mg of HATU, 75 mg of 1-hydroxyaminotriazole and 237 μl of N,N-diisopropylethylamine are added to a solution of 100 mg of 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid in 1 ml of N,N-dimethylformamide. The reaction mixture is heated at 70° C. for 16 hours, diluted with a saturated sodium hydrogencarbonate solution and extracted with ethyl acetate. The combined organic phases are dried and concentrated under reduced pressure. The residue is purified by flash chromatography on silica, elution being carried out with a hexane/ethyl acetate 70/30 mixture to give 62 mg of 6-chloro-N-(2-chlorophenyl)imidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.

後処理

  1. extractionextracted with ethyl acetate
  2. customThe combined organic phases are dried
  3. concentrationconcentrated under reduced pressure
  4. customThe residue is purified by flash chromatography on silica, elution

出典と根拠

ORDレコード
ord-8358924967d547eabbb8300884308121
出典データセット
uspto-grants-2013_03
特許番号
US08404848B2

反応ノート

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