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

HRID 30791ノート

反応式

HRID 30791 の反応式
[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

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 243Benzoic AcidHCID 181649HOAtHCID 69290969HCID 69290969、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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 to give N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide. MS: MH+=470.9.

後処理

  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

出典と根拠

ORDレコード
ord-120da8337cd34f76ba49fc82ec421d5c
出典データセット
uspto-grants-2008_09
特許番号
US07423150B2

反応ノート

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