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Lansoprazole → 2-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide

HRID 411621
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HRID 411621 반응식
[CH3:1][C:2]1[C:3]([CH2:14][S:15]([C:17]2[NH:21][C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]=2)=[O:16])=[N:4][CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:12])[F:11].C(N(CC)CC)C.[C:33]([CH2:36][O:37][C:38]1[CH:39]=[C:40]([S:49](Cl)(=[O:51])=[O:50])[CH:41]=[CH:42][C:43]=1[O:44][CH2:45][C:46](=[O:48])[NH2:47])(=[O:35])[NH2:34]>C(#N)C>[C:33]([CH2:36][O:37][C:38]1[CH:39]=[C:40]([S:49]([N:21]2[C:20]3[CH:22]=[CH:23][CH:24]=[CH:25][C:19]=3[N:18]=[C:17]2[S:15]([CH2:14][C:3]2[C:2]([CH3:1])=[C:7]([O:8][CH2:9][C:10]([F:13])([F:11])[F:12])[CH:6]=[CH:5][N:4]=2)=[O:16])(=[O:51])=[O:50])[CH:41]=[CH:42][C:43]=1[O:44][CH2:45][C:46]([NH2:47])=[O:48])(=[O:35])[NH2:34]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 3883LansoprazoleHCID 8471TriethylamineHCID 185412373,4-Bis(carbamoylmethoxy)benzenesulfonyl chloride

생성물 1

HCID 101534602-(2-Carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide수율 80.4%

시약·촉매·용매 1

HCID 6342Acetonitrile
용매

실험 절차

2-[3-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-1H-benzimidazole (369.3 mg) was suspended in acetonitrile (10 ml)-triethylamine (2 ml) and 3,4-bis(carbamoylmethoxy)benzenesulfonyl chloride (340 mg) was added. The reaction mixture was stirred at room temperature overnight. Solids were filtered and washed with acetonitrile (10 ml) followed with acetone (5 ml). The solids were again resuspended in methanol (3 ml), filtered and dried in vacuo to give 2-(2-carbamoylmethoxy-4-{2-[3-methyl-4-(2,2,2-trifluoro-ethoxy)-pyridin-2-ylmethanesulfinyl]-benzimidazole-1-sulfonyl}-phenoxy)acetamide (527 mg).

후처리

  1. additionwas added
  2. filtrationSolids were filtered
  3. washwashed with acetonitrile (10 ml)
  4. filtrationfiltered
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-380cce06d3984438be60c9bd8e685793
출처 데이터셋
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06559167B1

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