Methylamine → {5-Methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazol-3-yl}methyl methylcarbamate

HRID 733141ノート

反応式

HRID 733141 の反応式
[CH3:1][C:2]1[N:6]([C:7]2[CH:8]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][C:20]([F:23])([F:22])[F:21])[CH:10]=[CH:11][CH:12]=2)[N:5]=[C:4]([CH2:24][OH:25])[CH:3]=1.[C:26](N1C=CN=C1)([N:28]1C=CN=[CH:29]1)=[O:27].CN>ClCCl>[CH3:29][NH:28][C:26](=[O:27])[O:25][CH2:24][C:4]1[CH:3]=[C:2]([CH3:1])[N:6]([C:7]2[CH:8]=[C:9]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[O:19][C:20]([F:22])([F:23])[F:21])[CH:10]=[CH:11][CH:12]=2)[N:5]=1

参加物

5

反応物 3

HCID 6329MethylamineHCID 682631,1'-CarbonyldiimidazoleHCID 11187128{5-Methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazol-3-yl}methanol

生成物 1

HCID 11223447{5-Methyl-1-[2'-(trifluoromethoxy)-1,1'-biphenyl-3-yl]-1H-pyrazol-3-yl}methyl methylcarbamate収率 97%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To the solution of the alcohol from EXAMPLE 123 (0.050 g, 0.14 mmol) in dry dichloromethane (3 mL) was added 1,1′-carbonyldiimidazole (0.023 g, 0.14 mmol). The reaction solution was stirred at room temperature for one hour before the methylamine was added. The reaction was then stirred at the same temperature for overnight. The reaction was quenched with 10% HCl aqueous, and extracted with dichloromethane (3 times). The combined organic layer was washed with brine, and dried over anhydrous sodium sulfate. The product was purified via a column chromatography on silica gel. The carbamate was obtained as a white solid, 0.0565 g, 97% yield.

後処理

  1. additionwas added
  2. customThe reaction was quenched with 10% HCl aqueous
  3. extractionextracted with dichloromethane (3 times)
  4. washThe combined organic layer was washed with brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe product was purified via a column chromatography on silica gel

出典と根拠

ORDレコード
ord-1e0487c038cd4a20a8bf7e46bb4677a4
出典データセット
uspto-grants-2009_09
特許番号
US07589116B2

反応ノート

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