Morpholine → {3-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-3H-imidazole-4-yl}-morpholin-4-yl-methanone

HRID 2180004

反応式

HRID 2180004 の反応式
[CH3:1][O:2][C:3]1[C:8]([N:9]2[C:13]([C:14]([OH:16])=O)=[CH:12][N:11]=[CH:10]2)=[CH:7][C:6]([CH3:17])=[C:5]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]([F:28])([F:27])[F:26])=[CH:20][C:19]=2[O:29][CH3:30])[N:4]=1.[NH:31]1[CH2:36][CH2:35][O:34][CH2:33][CH2:32]1.C(N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(Cl)Cl.O.[Na+].[Cl-]>[CH3:1][O:2][C:3]1[C:8]([N:9]2[C:13]([C:14]([N:31]3[CH2:36][CH2:35][O:34][CH2:33][CH2:32]3)=[O:16])=[CH:12][N:11]=[CH:10]2)=[CH:7][C:6]([CH3:17])=[C:5]([C:18]2[CH:23]=[CH:22][C:21]([O:24][C:25]([F:26])([F:27])[F:28])=[CH:20][C:19]=2[O:29][CH3:30])[N:4]=1

参加物

8

反応物 4

HCID 8083MorpholineHCID 81531DiisopropylethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 224900713-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-3H-imidazole-4-carboxylic acid

生成物 1

HCID 22490048{3-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-3H-imidazole-4-yl}-morpholin-4-yl-methanone

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 5234Sodium Chloride溶媒HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of 3-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-3H-imidazole-4-carboxylic acid (0.2 g, 0.50 mmol), morpholine (0.04 mL, 0.47 mmol) and N,N diisopropylethyl amine (0.1 mL, 0.5 mmol) in CH2Cl2 (5 mL) is treated with benzotriazol-1-yloxytris-(dimethylamino)phosphonium hexafluorophosphate (0.20 g, 0.50 mmol) and stirred at room temperature overnight. The resulting mixture is diluted with CH2Cl2 (50 mL) and water (50 mL) and saturated aqueous NaCl (50 mL). The organic portion is dried over Na2SO4, filtered and concentrated. Purification by preparative TLC (8% methanol-CH2Cl2) gives {3-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-3H-imidazole-4-yl}-morpholin-4-yl-methanone (Compound 6) as a white solid. TLC Rf 0.45 (elution with 8% methanol-methylene chloride).

後処理

  1. dry with materialThe organic portion is dried over Na2SO4
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customPurification by preparative TLC (8% methanol-CH2Cl2)

出典と根拠

ORDレコード
ord-86111bcbd2e14e1b96fcf8abfa17e41f
出典データセット
uspto-grants-2005_05
特許番号
US06887875B2

関連ノート

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