Water → 5-[3-Methyl-4-(4-[1,2,3]triazol-1-yl-butyl)-phenoxymethyl]-[2-(4-trifluoromethoxy-phenyl)]-pyridine

HRID 33483ノート

反応式

HRID 33483 の反応式
[H-].[Na+].[CH3:3][C:4]1[CH:5]=[C:6]([OH:19])[CH:7]=[CH:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH:18]=[CH:17][N:16]=[N:15]1.Cl[CH2:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([O:34][C:35]([F:38])([F:37])[F:36])=[CH:30][CH:29]=2)=[N:26][CH:27]=1.O>CN(C)C=O>[CH3:3][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][C:9]=1[CH2:10][CH2:11][CH2:12][CH2:13][N:14]1[CH:18]=[CH:17][N:16]=[N:15]1)[O:19][CH2:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[CH:33]=[CH:32][C:31]([O:34][C:35]([F:38])([F:36])[F:37])=[CH:30][CH:29]=2)=[N:26][CH:27]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 219356725-Chloromethyl-2-(4-trifluoromethoxy-phenyl)-pyridineHCID 691096663-Methyl-4-(4-[1,2,3]triazol-1-yl-butyl)phenol

生成物 1

HCID 160651715-[3-Methyl-4-(4-[1,2,3]triazol-1-yl-butyl)-phenoxymethyl]-[2-(4-trifluoromethoxy-phenyl)]-pyridine収率 56.4%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
0 °C

実験手順

15 mg (0.60 mmol) of 95% sodium hydride were added at 0° C. to a solution of 116 mg (0.50 mmol) 3-methyl-4-(4-[1,2,3]triazol-1-yl-butyl)-phenol in 4.0 ml N,N-dimethylformamide and stirred for 30 min. at 0° C. 144 mg (0.50 mmol) 5-chloromethyl-2-(4-trifluoromethoxy-phenyl)-pyridine were given to the reaction mixture and stirring continued at room temperature (r.t.) overnight. After addition of 8 ml water the mixture was stirred for 1 h, the formed precipitate isolated by filtration, washed with water, methanol/water 1:1, and a small amount of ether. The residue was purified by chromatography on silica (eluent: ethyl acetate/n-heptane 4:1) to give 136 mg (56%) of the title compound as white powder.

後処理

  1. stirringstirring
  2. customcontinued at room temperature
  3. custom(r.t.) overnight
  4. stirringwas stirred for 1 h
  5. customthe formed precipitate isolated by filtration
  6. washwashed with water, methanol/water 1:1
  7. customThe residue was purified by chromatography on silica (eluent: ethyl acetate/n-heptane 4:1)

出典と根拠

ORDレコード
ord-897976c5894045cf8f739b6b2729e2d4
出典データセット
uspto-grants-2008_09
特許番号
US07429605B2

反応ノート

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