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

HRID 983435

반응식

HRID 983435 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 694302-Oxopropiononitrile용매

반응 조건

온도
407.5 °C

실험 절차

[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.

후처리

  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

출처 및 근거

ORD 기록
ord-b70d1f76257a47d8b214e8feebbc294b
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06864255B2

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