1,2-Dichloroethane → 2-[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-{1-(2,3-dichlorophenyl)-2-[(ethylcarbamoyl)amino]ethyl}acetamide

HRID 220708노트

반응식

HRID 220708 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:11](=[O:19])[N:10]([CH2:20][C:21]([OH:23])=O)[N:9]=2)=[CH:4][CH:3]=1.[CH2:24]([Cl:27])[CH2:25][Cl:26].[CH:28]1[CH:29]=[CH:30][C:31]2[N:36](O)N=[N:34][C:32]=2[CH:33]=1.[CH:38]([N:41]([CH2:45]C)C(C)C)(C)[CH3:39].CN(C=[O:51])C>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH2:13][CH2:14][C:15]([F:18])([F:17])[F:16])[C:11](=[O:19])[N:10]([CH2:20][C:21]([NH:34][CH:32]([C:33]3[CH:28]=[CH:29][CH:30]=[C:25]([Cl:26])[C:24]=3[Cl:27])[CH2:31][NH:36][C:45](=[O:51])[NH:41][CH2:38][CH3:39])=[O:23])[N:9]=2)=[CH:4][CH:3]=1

참가 물질

6

반응물 5

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 59536724[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

생성물 1

HCID 595368312-[3-(4-Chlorophenyl)-5-oxo-4-(3,3,3-trifluoropropyl)-4,5-dihydro-1H-1,2,4-triazol-1-yl]-N-{1-(2,3-dichlorophenyl)-2-[(ethylcarbamoyl)amino]ethyl}acetamide

실험 절차

Of the compound from Example 177A, 145 mg (0.42 mmol), 143 mg (0.46 mmol) of the compound from Example 154A, 96 mg (0.50 mmol) of EDC, 67 mg (0.50 mmol) of HOBt and 87 μl (0.50 mmol) of N,N-diisopropylethylamine were stirred in 4.9 ml of DMF at RT for 1 h. The entire solution was purified by preparative HPLC [Method 20]. The product fraction was freed from the solvents on a rotary evaporator and the residue was dried in an HV. This gave 150 mg (58% of theory) of the title compound.

후처리

  1. customThe entire solution was purified by preparative HPLC [Method 20]
  2. customThe product fraction was freed from the solvents on a rotary evaporator
  3. customthe residue was dried in an HV

출처 및 근거

ORD 기록
ord-df7a0da080e143d5b8e2b2ee63251caf
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202895B2

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