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

HRID 412370

반응식

HRID 412370 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-30fc791967ed4708876ca7c2b0f5afde
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562849B1

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