Ethanamine, 2,2,2-trifluoro- → 2-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxy-N-(2,2,2-trifluoroethyl)acetamide

HRID 1022841ノート

反応式

HRID 1022841 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:28]([F:31])([F:30])[F:29])[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17](/[CH:20]=[N:21]/[O:22][CH2:23][C:24](O)=[O:25])=[C:16]([CH3:27])[CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.Cl.CN(C)CCCN=C=NCC.[F:44][C:45]([F:49])([F:48])[CH2:46][NH2:47]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:28]([F:31])([F:29])[F:30])[O:13][N:12]=[C:11]([C:14]3[CH:19]=[CH:18][C:17](/[CH:20]=[N:21]/[O:22][CH2:23][C:24]([NH:47][CH2:46][C:45]([F:49])([F:48])[F:44])=[O:25])=[C:16]([CH3:27])[CH:15]=3)[CH2:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

5

反応物 3

HCID 9773Ethanamine, 2,2,2-trifluoro-HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 467018012-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxyacetic acid2 回

生成物 1

HCID 467018032-[(E)-[4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4H-1,2-oxazol-3-yl]-2-methylphenyl]methylideneamino]oxy-N-(2,2,2-trifluoroethyl)acetamide収率 43%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of [1-{4-[5-(3,5-dichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-2-methyl-phenyl}-meth-(E)-ylideneaminooxy]-acetic acid (i.e. the product of Step 2, 200 mg) in CH2Cl2 (12 mL) was added 1-(3-dimethylaminopropyl)-3-ethyl carbodiimide hydrochloride (130 mg). After 15 min, 2,2,2-trifluoroethyl amine (64 μL, 80 mg) and N,N-4-dimethylaminopyridine (80 mg) was added and the mixture was stirred at room temperature over night. After concentration in vacuum, the residue was purified by flash chromatography on silica gel to obtain the title compound (100 mg, 43%).

後処理

  1. concentrationAfter concentration in vacuum
  2. customthe residue was purified by flash chromatography on silica gel

出典と根拠

ORDレコード
ord-4be84f0f5bd1423ebb727f97d31c368f
出典データセット
uspto-grants-2014_05
特許番号
US08722673B2

反応ノート

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