Acetic Acid → Rac-2-[4-(4-chlorophenyl)-3-cyclopropyl-2-oxo-2,3-dihydro-1h-imidazol-1-yl]-n-{1-[3-(trifluoromethyl)phenyl]ethyl}acetamide

HRID 660937ノート

反応式

HRID 660937 の反応式
[C:1]([OH:4])(=O)[CH3:2].[F:5][C:6]([F:17])([F:16])[C:7]1[CH:8]=[C:9]([CH:13]([NH2:15])[CH3:14])[CH:10]=[CH:11][CH:12]=1.[CH:18]1[CH:19]=[CH:20][C:21]2N(O)N=N[C:22]=2[CH:23]=1.[CH3:28][CH2:29][N:30]=[C:31]=[N:32][CH2:33][CH2:34][CH2:35]N(C)C.[ClH:39].CN(C)C=[O:43]>O>[Cl:39][C:18]1[CH:19]=[CH:20][C:21]([C:31]2[N:32]([CH:33]3[CH2:34][CH2:35]3)[C:28](=[O:43])[N:29]([CH2:2][C:1]([NH:15][CH:13]([C:9]3[CH:10]=[CH:11][CH:12]=[C:7]([C:6]([F:16])([F:17])[F:5])[CH:8]=3)[CH3:14])=[O:4])[CH:30]=2)=[CH:22][CH:23]=1

参加物

7

反応物 5

HCID 176Acetic AcidHCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2782448(1R)-1-(3-(Trifluoromethyl)phenyl)ethylamine

生成物 1

HCID 58011689Rac-2-[4-(4-chlorophenyl)-3-cyclopropyl-2-oxo-2,3-dihydro-1h-imidazol-1-yl]-n-{1-[3-(trifluoromethyl)phenyl]ethyl}acetamide

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

50.0 mg (0.171 mmol) of 4-(4-chlorophenyl)-3-cyclopropyl-2-oxo-2,3-dihydro-1H-imidazol-1-yl]-acetic acid from Example 130A, 35.5 mg (0.188 mmol) of 1-[3-(trifluoromethyl)phenyl]-ethylamine and 27.7 mg (0.205 mmol) of HOBt are placed in 1.5 ml of dimethylformamide and treated with 42.6 mg (0.222 mmol) of EDC hydrochloride. This is stirred overnight at room temperature, then stirred with 19 ml of water and the resulting precipitate recovered by filtration. The crude product is washed with water, dried in vacuo and purified by preparative HPLC [Method 9]. 14 mg (18% of theory) of the target compound are thus obtained.

後処理

  1. filtrationthe resulting precipitate recovered by filtration
  2. washThe crude product is washed with water
  3. customdried in vacuo
  4. custompurified by preparative HPLC [Method 9]
  5. custom14 mg (18% of theory) of the target compound are thus obtained

出典と根拠

ORDレコード
ord-0d08feff096c4ef2af8624bc1af7db70
出典データセット
uspto-grants-2011_12
特許番号
US08084481B2

反応ノート

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