Water → HCID 86601755、化合物

HRID 1445463ノート

反応式

HRID 1445463 の反応式
[CH3:1][C@@H:2]1[CH2:7][NH:6][C@@H:5]([CH3:8])[CH2:4][N:3]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[F:16][C:17]1[CH:24]=[C:23](F)[CH:22]=[CH:21][C:18]=1[C:19]#[N:20].C(=O)([O-])[O-].[Cs+].[Cs+].O>CN1C(=O)N(C)CC1.C(#N)C>[C:19]([C:18]1[CH:21]=[CH:22][C:23]([N:6]2[C@@H:5]([CH3:8])[CH2:4][N:3]([C:9]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:10])[C@H:2]([CH3:1])[CH2:7]2)=[CH:24][C:17]=1[F:16])#[N:20]

参加物

7

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 775452,4-DifluorobenzonitrileHCID 24903576tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate

生成物 1

HCID 86601755HCID 86601755、化合物収率 38.9%

試薬・触媒・溶媒 2

HCID 6342Acetonitrile溶媒HCID 66611,3-Dimethyl-2-imidazolidinone溶媒

反応条件

温度
120 °C

実験手順

Into a solution of 9.74 g of tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate in 25 ml of DMI and 25 ml of acetonitrile were added 5 g of 2,4-difluorobenzonitrile and 11.4 g of cesium carbonate, followed by 2 days of stirring at 120° C. The reaction solution was poured into water, followed by extraction with ethyl acetate. After the organic layer was washed with saturated saline, it was dried over anhydrous sodium sulfate. The solvent was removed by evaporation and the resulting residue was purified by silica gel column chromatography to obtain 4.66 g of the title compound from an eluate eluted with hexane-ethyl acetate (80:20, v/v).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washAfter the organic layer was washed with saturated saline, it
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. customThe solvent was removed by evaporation
  5. customthe resulting residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-916578f4cfb7493db7f9701f61bc38d8
出典データセット
uspto-grants-2010_02
特許番号
US07666873B2

反応ノート

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