1,2-Dichloroethane → N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide

HRID 1963709노트

반응식

HRID 1963709 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][C:9]2[CH:26]=[CH:25][C:12]3[N:13]([CH3:24])[C:14]([NH:16][C:17]4[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][CH:18]=4)=[N:15][C:11]=3[CH:10]=2)[CH:5]=[CH:4][N:3]=1.C(Cl)CCl.C1C=NC2N(O)N=NC=2C=1.[C:41](O)(=[O:48])[C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1>O1CCCC1>[Cl:23][C:20]1[CH:21]=[CH:22][C:17]([NH:16][C:14]2[N:13]([CH3:24])[C:12]3[CH:25]=[CH:26][C:9]([O:8][C:6]4[CH:5]=[CH:4][N:3]=[C:2]([NH:1][C:41](=[O:48])[C:42]5[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=5)[CH:7]=4)=[CH:10][C:11]=3[N:15]=2)=[CH:18][CH:19]=1

참가 물질

6

반응물 4

HCID 111,2-DichloroethaneHCID 243Benzoic AcidHCID 181649HOAtHCID 69290969HCID 69290969, 화합물

생성물 1

HCID 59790184N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To [5-(2-amino(4-pyridyloxy))-1-methylbenzimidazol-2-yl] (4-chlorophenyl)amine (1 eq) in tetrahydrofuran added EDC (2 eq) and HOAT (1 eq) and N,N-disopropylethylamine (4 eq) and benzoic acid (1 eq) and the resulting mixture was stirred at ambient temperature for 16 h. The reaction mixture was then partitioned between ethyl acetate and water. The organic layer was then dried with sodium sulfate and concentrated and purified by preparative chromatography to give N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide. MS: MH+=470.9.

후처리

  1. customThe reaction mixture was then partitioned between ethyl acetate and water
  2. dry with materialThe organic layer was then dried with sodium sulfate
  3. concentrationconcentrated
  4. custompurified by preparative chromatography

출처 및 근거

ORD 기록
ord-de957ff4e4cf40609d3bca5702287e7d
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08415382B2

반응 노트

불러오는 중…