Potassium Carbonate → HCID 76284626、化合物

HRID 929780ノート

反応式

HRID 929780 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([C:13]([NH2:15])=[O:14])[O:10][N:9]=2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].[Cl:22][C:23]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:24]=1[CH2:25]Cl>[I-].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C>[Cl:22][C:23]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][C:24]=1[CH2:25][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:12]=[C:11]([C:13]([NH2:15])=[O:14])[O:10][N:9]=2)=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 534201591-Chloro-2-(chloromethyl)-4-fluorobenzeneHCID 1364912503-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide2 回

生成物 1

HCID 76284626HCID 76284626、化合物収率 4.6%

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 6228Dimethylformamide溶媒

実験手順

3-(4-Hydroxy-phenyl)-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 2; 50 mg, 0.24 mmol), K2CO3 (37 mg, 0.27 mmol) and tetrabutylammonium iodide (9 mg, 0.024 mmol) were taken up in DMF (2.4 mL). 2-Chloro-5-fluorobenzyl chloride (55 mg, 0.24 mmol) was added and the reaction mixture was stirred at room temperature overnight. The solvent was evaporated and the residue was purified by high-throughput purification to give 3-[4-(2-chloro-5-fluoro-benzyloxy)-phenyl]-isoxazole-5-carboxylic acid amide (3.8 mg, 4%). LRMS (ESI+): m/z [M+CH3CN+H]+ 387.9.

後処理

  1. customThe solvent was evaporated
  2. customthe residue was purified by high-throughput purification

出典と根拠

ORDレコード
ord-caea775c904047329c320dd886906ca2
出典データセット
uspto-grants-2016_03
特許番号
US09296711B2

反応ノート

読み込み中…