Pyridine → 1-benzyl-N-[4-(1-methylethoxy)phenyl]-1H-pyrazol-5-amine

HRID 519846ノート

反応式

HRID 519846 の反応式
[CH2:1]([N:8]1[C:12]([NH2:13])=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([C:17]1[CH:22]=[CH:21][C:20]([O:23]B(O)O)=[CH:19][CH:18]=1)(C)C.N1C=C[CH:30]=[CH:29][CH:28]=1>O1CCCC1.C(OCC)(=O)C.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[CH2:1]([N:8]1[C:12]([NH:13][C:17]2[CH:18]=[CH:19][C:20]([O:23][CH:29]([CH3:30])[CH3:28])=[CH:21][CH:22]=2)=[CH:11][CH:10]=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 3

HCID 1049PyridineHCID 770611-Benzyl-1H-pyrazol-5-amineHCID 537142394-Isopropylphenylboric acid

生成物 1

HCID 670098001-benzyl-N-[4-(1-methylethoxy)phenyl]-1H-pyrazol-5-amine収率 26%

試薬・触媒・溶媒 3

HCID 8895Cupric acetate触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A suspension of 1-benzyl-1H-pyrazol-5-amine (1.7 g), 4-isopropylphenylboric acid (2.0 g), copper acetate (1.8 g), pyridine (4.0 mL) and molecular sieves 4A (4 g) in tetrahydrofuran (50 mL) was stirred for 15 hr. The reaction mixture was diluted with ethyl acetate, the insoluble material was filtered off through celite, and the filtrate was concentrated. The residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.80 g, 26%).

後処理

  1. filtrationthe insoluble material was filtered off through celite
  2. concentrationthe filtrate was concentrated
  3. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-deda8624a5784d5390a48c0e24de33b2
出典データセット
uspto-grants-2015_08
特許番号
US09115136B2

反応ノート

読み込み中…