Triethylamine → N-[4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl]naphthalene-2-carboxamide

HRID 412370

反応式

HRID 412370 の反応式
C(N(CC)CC)C.[CH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][C:9]=1[C:18](Cl)=[O:19].Cl.Cl.[NH2:23][C:24]1[CH:56]=[CH:55][C:27]([O:28][C:29]2[CH:30]=[CH:31][C:32]3[N:36]=[C:35]([CH2:37][O:38][C:39]4[CH:52]=[CH:51][C:42]([CH2:43][CH:44]5[S:48][C:47](=[O:49])[NH:46][C:45]5=[O:50])=[CH:41][CH:40]=4)[N:34]([CH3:53])[C:33]=3[CH:54]=2)=[CH:26][CH:25]=1>CN(C)C=O>[O:49]=[C:47]1[NH:46][C:45](=[O:50])[CH:44]([CH2:43][C:42]2[CH:41]=[CH:40][C:39]([O:38][CH2:37][C:35]3[N:34]([CH3:53])[C:33]4[CH:54]=[C:29]([O:28][C:27]5[CH:55]=[CH:56][C:24]([NH:23][C:18]([C:9]6[CH:10]=[CH:11][C:12]7[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=7)[CH:8]=6)=[O:19])=[CH:25][CH:26]=5)[CH:30]=[CH:31][C:32]=4[N:36]=3)=[CH:52][CH:51]=2)[S:48]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 752462-Naphthoyl chlorideHCID 865877685-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride

生成物 1

HCID 10145908N-[4-[2-[4-(2,4-Dioxothiazolidin-5-ylmethyl)phenoxymethyl]-1-methyl-1H-benzimidazol-6-yloxy]phenyl]naphthalene-2-carboxamide収率 73.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A reaction was conducted by a similar procedure to that described in Example 52 using triethylamine (0.32 ml), 2-naphthoyl chloride (153 mg), 5-[4-[6-(4-aminophenoxy)-1-methyl-1H-benzimidazol-2-ylmethoxy]benzyl]thiazolidine-2,4-dione dihydrochloride (400 mg) and anhydrous N,N-dimethylformamide (8 ml). The reaction mixture was concentrated under reduced pressure. To the residue was added ethyl acetate and water. The precipitate was isolated by filtration to afford the title compound (337 mg, white powder, mp 221-223° C.).

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added ethyl acetate and water
  3. customThe precipitate was isolated by filtration

出典と根拠

ORDレコード
ord-30fc791967ed4708876ca7c2b0f5afde
出典データセット
uspto-grants-2003_05
特許番号
US06562849B1

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