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 660937노트

반응식

HRID 660937 반응식
[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

참가 물질

7

반응물 5

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

생성물 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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-0d08feff096c4ef2af8624bc1af7db70
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08084481B2

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