Potassium bis(trimethylsilyl)amide → HCID 21963706、化合物

HRID 2212213ノート

反応式

HRID 2212213 の反応式
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([N:12]2[CH2:17][CH2:16][CH2:15][CH:14]([NH:18][C:19]([C:21]3[C:22]([C:27]4[C:32](F)=[CH:31][CH:30]=[CH:29][C:28]=4[Cl:34])=[N:23][O:24][C:25]=3[CH3:26])=[O:20])[CH2:13]2)=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([N-][Si](C)(C)C)(C)C.[K+]>CN(C)C=O>[Cl:34][C:28]1[C:27]2[C:22]3[C:21](=[C:25]([CH3:26])[O:24][N:23]=3)[C:19](=[O:20])[N:18]([CH:14]3[CH2:15][CH2:16][CH2:17][N:12]([C:10](=[O:11])[CH2:9][CH2:8][CH2:7][C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH2:13]3)[C:32]=2[CH:31]=[CH:30][CH:29]=1

参加物

4

反応物 2

HCID 3251421Potassium bis(trimethylsilyl)amideHCID 21963707HCID 21963707、化合物

生成物 1

HCID 21963706HCID 21963706、化合物収率 29%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Dissolve 3-(2-chloro-6-fluoro-phenyl)-5-methyl-isoxazole-4-carboxylic acid[1-(4-phenyl-butyryl)-piperidin-3-yl]-amide (300 mg, 0.62 mmol) in N,N-dimethyl-formamide (4 mL) at ambient temperature under a nitrogen atmosphere. Add a solution of potassium bis(trimethylsilyl)amide (0.5 M in toluene, 1.49 mL, 0.75 mmol) and stir for 20 min. at ambient temperature. Quench with water and follow by adding of solid sodium chloride. Extract with ethyl acetate and wash with water and dry over sodium sulfate. Concentrate and elute over silica gel to give 83 mg (29%) of the desired product. MS(ES): (M+1)+ 464.1, 466.1 m/z.

後処理

  1. customQuench with water
  2. additionby adding of solid sodium chloride
  3. extractionExtract with ethyl acetate
  4. washwash with water
  5. dry with materialdry over sodium sulfate
  6. concentrationConcentrate
  7. washelute over silica gel

出典と根拠

ORDレコード
ord-d1e9d9eb0f334cb5951cdb5f53084938
出典データセット
uspto-grants-2006_09
特許番号
US07101891B2

反応ノート

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