Water → 2-(Quinoxalin-6-yl)-1-(4-(3-(trifluoromethyl)-phenyl)piperidino)ethanone

HRID 2052982ノート

反応式

HRID 2052982 の反応式
[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][C:12]([OH:14])=O)=[CH:8][CH:9]=2)[N:4]=[CH:3][CH:2]=1.Cl.[F:16][C:17]([F:31])([F:30])[C:18]1[CH:19]=[C:20]([CH:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH:21]=[CH:22][CH:23]=1.O>CN(C=O)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>[N:1]1[C:10]2[C:5](=[CH:6][C:7]([CH2:11][C:12]([N:27]3[CH2:28][CH2:29][CH:24]([C:20]4[CH:21]=[CH:22][CH:23]=[C:18]([C:17]([F:16])([F:30])[F:31])[CH:19]=4)[CH2:25][CH2:26]3)=[O:14])=[CH:8][CH:9]=2)[N:4]=[CH:3][CH:2]=1

参加物

6

反応物 3

HCID 962WaterHCID 184369162-(Quinoxalin-6-yl)acetic acidHCID 222528494-(3-Trifluoromethylphenyl)piperidine, HCl

生成物 1

HCID 670191982-(Quinoxalin-6-yl)-1-(4-(3-(trifluoromethyl)-phenyl)piperidino)ethanone収率 74.6%

試薬・触媒・溶媒 2

HCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate触媒HCID 6228Dimethylformamide溶媒

実験手順

0.48 g (2.55 mmol) of quinoxalin-6-ylacetic acid is mixed in 25 ml of DMF, and 1.07 ml of TEA, 0.68 g (2.55 mmol) of 4-(3-(trifluoromethyl)phenyl)piperidine hydrochloride and 1.13 mg of BOP are added thereto. The mixture is heated at ambient temperature overnight, 200 ml of water are added and extraction is carried out with ethyl acetate. The organic phase is dried over sodium sulfate and filtered, and the solvent is evaporated under reduced pressure. A dark oil is thus obtained, which oil is purified by flash chromatography on a column of silica gel, elution being carried out with ethyl acetate. 0.76 g of the title product is obtained in the form of a yellow oil.

後処理

  1. extractionextraction
  2. dry with materialThe organic phase is dried over sodium sulfate
  3. filtrationfiltered
  4. customthe solvent is evaporated under reduced pressure
  5. customA dark oil is thus obtained
  6. customwhich oil is purified by flash chromatography on a column of silica gel, elution

出典と根拠

ORDレコード
ord-d2042c9196374f709806d9079233e2b5
出典データセット
uspto-grants-2008_02
特許番号
US07326720B2

反応ノート

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