Sodium Hydroxide → 5-Acetyl-6-methyl-2-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole

HRID 1647162ノート

反応式

HRID 1647162 の反応式
Cl[CH2:2][C:3]1[C:8]([O:9][CH3:10])=[C:7]([O:11][CH2:12][CH:13]2[CH2:15][CH2:14]2)[CH:6]=[CH:5][N:4]=1.[C:16]([C:19]1[C:28]([CH3:29])=[CH:27][C:22]2[N:23]=[C:24]([SH:26])[NH:25][C:21]=2[CH:20]=1)(=[O:18])[CH3:17].[OH-].[Na+]>C(O)C.C(Cl)Cl.[Cl-].[Na+].O>[C:16]([C:19]1[C:28]([CH3:29])=[CH:27][C:22]2[NH:23][C:24]([S:26][CH2:2][C:3]3[C:8]([O:9][CH3:10])=[C:7]([O:11][CH2:12][CH:13]4[CH2:15][CH2:14]4)[CH:6]=[CH:5][N:4]=3)=[N:25][C:21]=2[CH:20]=1)(=[O:18])[CH3:17]

参加物

7

反応物 3

HCID 14798Sodium HydroxideHCID 105612832-Chloromethyl-4-cyclopropylmethoxy-3-methoxypyridineHCID 178465855HCID 178465855、化合物

生成物 1

HCID 199264465-Acetyl-6-methyl-2-[[(4-cyclopropylmethoxy-3-methoxy-2-pyridinyl)methyl]thio]-1H-benzimidazole

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 6344Dichloromethane溶媒HCID 57417360Sodium chloride; water溶媒

実験手順

2-Chloromethyl-4-cyclopropylmethoxy-3-methoxypyridine (50 mg, 0.22 mmol) and 5-acetyl-6-methyl-2-mercaptobenzimidazole (50 mg, 0.24 mmol) were dissolved in ethanol (15 ml). The pH value of the solution was adjusted to 9 (0.2M NaOH) whereupon the solution was refluxed for 10 min. After concentration of the reaction mixture at reduced pressure the residue was taken up in methylene chloride (10 ml) and brine (2 ml). The phases were separated and the organic phase was dried over sodium sulphate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica (ethyl acetate). Yield: 40 mg (46%) of the title compound.

後処理

  1. temperaturewas refluxed for 10 min
  2. customThe phases were separated
  3. dry with materialthe organic phase was dried over sodium sulphate
  4. filtrationfiltered
  5. concentrationconcentrated at reduced pressure
  6. customThe residue was chromatographed on silica (ethyl acetate)

出典と根拠

ORDレコード
ord-433884d7ab544c598c0ce9f168894793
出典データセット
uspto-grants-1995_07
特許番号
US05430042

反応ノート

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