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Triethylamine → 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichlorophenyl)-2-methoxyamino-1-methyl-ethyl]-amide

HRID 1873864
ノート
印刷プレビュー

反応式

HRID 1873864 の反応式
[F:1][CH:2]([F:12])[C:3]1[C:7]([C:8](Cl)=[O:9])=[CH:6][N:5]([CH3:11])[N:4]=1.[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[CH:21]([NH:25][O:26][CH3:27])[CH:22]([NH2:24])[CH3:23].C(N(CC)CC)C>ClCCl>[Cl:13][C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:15]=1[CH:21]([NH:25][O:26][CH3:27])[CH:22]([NH:24][C:8]([C:7]1[C:3]([CH:2]([F:12])[F:1])=[N:4][N:5]([CH3:11])[CH:6]=1)=[O:9])[CH3:23]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 8471TriethylamineHCID 153401103-(Difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chlorideHCID 59403298HCID 59403298、化合物

生成物 1

HCID 594032993-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichlorophenyl)-2-methoxyamino-1-methyl-ethyl]-amide収率 64.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒
2 回

実験手順

A solution of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carbonyl chloride (86 mg, 0.44 mmol) in dichloromethane (1 ml) was added dropwise to a stirred solution of (110 mg, 0.44 mmol) 2-(2,4-dichloro-phenyl)-2-methoxyamino-1-methyl-ethylamine, which was prepared as described in example P4, and triethylamine (50 mg, 0.50 mmol) in dichloromethane (3 ml) at 0° C. The reaction mixture was stirred for 1 hr at ambient temperature then allowed to stand for 1 h. After removal of the solvent the residue was purified by flash chromatography over silica gel (eluant:hexane/ethyl acetate 3:7). 115 mg (64.1% of theory) of 3-difluoromethyl-1-methyl-1H-pyrazole-4-carboxylic acid [2-(2,4-dichlorophenyl)-2-methoxyamino-1-methyl-ethyl]-amide was obtained in the form of a resin as a mixture of diastereomeres.

後処理

  1. customwas prepared
  2. waitto stand for 1 h
  3. customAfter removal of the solvent the residue
  4. customwas purified by flash chromatography over silica gel (eluant:hexane/ethyl acetate 3:7)

出典と根拠

ORDレコード
ord-3e85ad06ff8a4459a6c00a066e56e2dd
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08304444B2

反応ノート

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