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

반응식

HRID 2180004 반응식
[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

참가 물질

8

반응물 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

생성물 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

시약·촉매·용매 3

HCID 962Water용매HCID 5234Sodium Chloride용매HCID 6344Dichloromethane용매2회

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-86111bcbd2e14e1b96fcf8abfa17e41f
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06887875B2

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