Potassium Carbonate → {3-[4-(2-Chloro-benzimidazol-1-yl)-[1,3,5]triazin-2-ylamino]phenyl}acetic acid methyl ester

HRID 983435

反応式

HRID 983435 の反応式
[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]2[N:17]=[C:16](Cl)[N:15]=[CH:14][N:13]=2)[CH:6]=1.[Cl:20][C:21]1[NH:22][C:23]2[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=2[N:25]=1.C([O-])([O-])=O.[K+].[K+]>C(C#N)(C)=O>[CH3:1][O:2][C:3](=[O:19])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([NH:11][C:12]2[N:17]=[C:16]([N:22]3[C:23]4[CH:29]=[CH:28][CH:27]=[CH:26][C:24]=4[N:25]=[C:21]3[Cl:20])[N:15]=[CH:14][N:13]=2)[CH:6]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 785722-ChlorobenzimidazoleHCID 23536225[3-(4-Chloro-[1,3,5]triazin-2-ylamino)phenyl]acetic acid methyl ester

生成物 1

HCID 23536226{3-[4-(2-Chloro-benzimidazol-1-yl)-[1,3,5]triazin-2-ylamino]phenyl}acetic acid methyl ester

試薬・触媒・溶媒 1

HCID 694302-Oxopropiononitrile溶媒

反応条件

温度
407.5 °C

実験手順

[3-(4-Chloro-[1,3,5]triazin-2-ylamino)phenyl]acetic acid methyl ester (3.530 g, 12.67 mmol) is combined with 2-chlorobenzimidazole (1.933 g, 12.67 mmol) and K2CO3(2.101 g, 15.20 mmol) in AcCN (50 ml) and heated at 65-750° C. for 2 to 20 hours. The reaction mix is cooled to RT. The inorganic salts are filtered off. The AcCN solution is concentrated down under reduced pressure. The crude is purifired by chromatography with an EtOAc/hexane elution gradient, giving {3-[4-(2-chloro-benzimidazol-1-yl)-[1,3,5]triazin-2-ylamino]phenyl}acetic acid methyl ester.

後処理

  1. additionThe reaction mix
  2. temperatureis cooled to RT
  3. filtrationThe inorganic salts are filtered off
  4. concentrationThe AcCN solution is concentrated down under reduced pressure
  5. washThe crude is purifired by chromatography with an EtOAc/hexane elution gradient

出典と根拠

ORDレコード
ord-b70d1f76257a47d8b214e8feebbc294b
出典データセット
uspto-grants-2005_03
特許番号
US06864255B2

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