Methylamine → [6-Chloro-4-(7-chloro-imidazo[1,2-a]pyridin-3-yl)-pyridin-2-yl]-methyl-amine

HRID 383320ノート

反応式

HRID 383320 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][N:5]2[C:8]([C:11]3[CH:16]=[C:15]([Cl:17])[N:14]=[C:13](Cl)[CH:12]=3)=[CH:9][N:10]=[C:4]2[CH:3]=1.[CH3:19][NH2:20].C([O-])([O-])=O.[Cs+].[Cs+]>CN(C=O)C.C(Cl)Cl>[Cl:17][C:15]1[N:14]=[C:13]([NH:20][CH3:19])[CH:12]=[C:11]([C:8]2[N:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][C:4]3=[N:10][CH:9]=2)[CH:16]=1

参加物

6

反応物 3

HCID 6329MethylamineHCID 10796Cesium carbonateHCID 866443467-Chloro-3-(2,6-dichloro-pyridin-4-yl)-imidazo[1,2-a]pyridine

生成物 1

HCID 86644347[6-Chloro-4-(7-chloro-imidazo[1,2-a]pyridin-3-yl)-pyridin-2-yl]-methyl-amine

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 6344Dichloromethane溶媒

実験手順

7-Chloro-3-(2,6-dichloro-pyridin-4-yl)-imidazo[1,2-a]pyridine (1.0 eq, 0.64 mmol, 190 mg), methyl amine (8M in EtOH, 3.5 eq, 2.2 mmol, 0.28 ml) and Cs2CO3 (2.5 eq, 1.59 mmol, 518 mg) are dissolved in DMF (2 ml) and the reaction mixture is heated using microwave radiation at 160° C. for 30 min, it is diluted with CH2Cl2. The reaction mixture is washed with NaHCO3 and brine, dried over MgSO4, filtered and evaporated. The product is purified by flash column chromatography eluting with 8:2 DCM/MeOH to afford [6-chloro-4-(7-chloro-imidazo[1,2-a]pyridin-3-yl)-pyridin-2-yl]-methyl-amine as a brown solid; [M+H]+=294

後処理

  1. temperaturethe reaction mixture is heated
  2. customat 160° C.
  3. customfor 30 min
  4. washThe reaction mixture is washed with NaHCO3 and brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated
  8. customThe product is purified by flash column chromatography
  9. washeluting with 8:2 DCM/MeOH

出典と根拠

ORDレコード
ord-5df52912fba445f58f2c20a4f6131f7d
出典データセット
uspto-grants-2013_02
特許番号
US08367662B2

反応ノート

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