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Water → 5-(3,5-dichloro-phenyl)-3-{4-(1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-naphthalen-1-yl}-5-trifluoromethyl-4,5-dihydro-isoxazole

HRID 388372
ノート
印刷プレビュー

反応式

HRID 388372 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([C:11]2([C:31]([F:34])([F:33])[F:32])[O:15][N:14]=[C:13]([C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:19]([C:26]4[CH:27]=[N:28][NH:29][CH:30]=4)=[CH:18][CH:17]=3)[CH2:12]2)[CH:7]=[C:8]([Cl:10])[CH:9]=1.I[CH2:36][C:37]([F:40])([F:39])[F:38].O>CN(C=O)C>[Cl:10][C:8]1[CH:7]=[C:6]([C:11]2([C:31]([F:32])([F:34])[F:33])[O:15][N:14]=[C:13]([C:16]3[C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[C:19]([C:26]4[CH:30]=[N:29][N:28]([CH2:36][C:37]([F:40])([F:39])[F:38])[CH:27]=4)=[CH:18][CH:17]=3)[CH2:12]2)[CH:5]=[C:4]([Cl:3])[CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 677091,1,1-Trifluoro-2-iodoethaneHCID 468423985-(3,5-dichloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-naphthalen-1-yl]-5-trifluoromethyl-4,5-dihydro-isoxazole

生成物 1

HCID 468423975-(3,5-dichloro-phenyl)-3-{4-(1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-naphthalen-1-yl}-5-trifluoromethyl-4,5-dihydro-isoxazole

試薬・触媒・溶媒

1
HCID 6228Dimethylformamide溶媒

実験手順

Sodium hydride (2 mg) is added to a solution of 5-(3,5-dichloro-phenyl)-3-[4-(1H-pyrazol-4-yl)-naphthalen-1-yl]-5-trifluoromethyl-4,5-dihydro-isoxazole (3 mg, Example 2) in DMF (0.4 ml) at 0° C. After 1 hour at room temperature 2-iodo-1,1,1,-trifluoroethane (16 mg) is added and the reaction mixture is further stirred for 16 hours at room temperature. Water is added and the reaction mixture is extracted with ethyl acetate. The organic phase is washed with a saturated aqueous solution of NaCl, dried over MgSO4 and concentrated in vacuo. The crude product is purified on a semi-preparative HPLC to yield 5-(3,5-dichloro-phenyl)-3-{4-[1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-4-yl]-naphthalen-1-yl}-5-trifluoromethyl-4,5-dihydro-isoxazole (compound 1.18, Table 1) as a colorless wax.

後処理

  1. extractionthe reaction mixture is extracted with ethyl acetate
  2. washThe organic phase is washed with a saturated aqueous solution of NaCl
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe crude product is purified on a semi-preparative HPLC

出典と根拠

ORDレコード
ord-9900c5c8e4e44d4cb6ab0ec684fcf69c
出典データセット
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08377942B2

反応ノート

読み込み中…

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