Lansoprazole → 2-(4-{[2-({[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamide

HRID 411615Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 411615
[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.Cl[S:34]([C:37]1[CH:53]=[CH:52][C:40]([O:41][CH2:42][C:43]([NH:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=2)=[O:44])=[CH:39][CH:38]=1)(=[O:36])=[O:35]>ClCCl>[CH3:1][C:2]1[C:3]([CH2:14][S:15]([C:17]2[N:18]([S:34]([C:37]3[CH:53]=[CH:52][C:40]([O:41][CH2:42][C:43]([NH:45][C:46]4[CH:51]=[CH:50][CH:49]=[CH:48][N:47]=4)=[O:44])=[CH:39][CH:38]=3)(=[O:35])=[O:36])[C:19]3[CH:25]=[CH:24][CH:23]=[CH:22][C:20]=3[N:21]=2)=[O:16])=[N:4][CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([F:13])([F:11])[F:12]

Komponenten

5

Edukt 3

HCID 3883LansoprazoleHCID 8471TriethylamineHCID 185412102-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide

Produkt 1

HCID 102402872-(4-{[2-({[3-methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl}sulfinyl)benzimidazol-1-yl]sulfonyl}phenoxy)-N-(2-pyridyl)acetamideAusbeute 71,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

2-[[ [3-Methyl-4-(2,2,2-trifluoroethoxy)-2-pyridyl]methyl]sulfinyl]-1H-benzimidazole (185 mg) dissolved in 20 ml of dichloromethane and 0.2 ml of triethylamine was added to 170 mg of 2-[p-(chlorosulfonyl)phenoxy]-N-(2-pyridyl)acetamide. The reaction mixture was washed with water. Organic layer was dried over anhydrous magnesium sulfate, and evaporated. Residual material was lyophilized to give 237 mg of the titled product. M.P. 78-81° C.

Aufarbeitung

  1. washThe reaction mixture was washed with water
  2. dry with materialOrganic layer was dried over anhydrous magnesium sulfate
  3. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-dd0629f46eed412484a12a78cac02279
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06559167B1

Notizen zur Reaktion

Wird geladen…