Triethylamine → 1-(2-isopropyl-5-methylphenyl)-3-(3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propyl)thiourea

HRID 62042

반응식

HRID 62042 반응식
[F:1][C:2]([F:26])([F:25])[O:3][C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH:14]=[N:13][C:12]([C:15]3[CH:20]=[CH:19][C:18]([CH2:21][CH2:22][CH2:23][NH2:24])=[CH:17][CH:16]=3)=[N:11]2)=[CH:6][CH:5]=1.[CH:27]([C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][C:31]=1[N:37]=[C:38]=[S:39])([CH3:29])[CH3:28].C(N(CC)CC)C>ClCCl.C(OCC)(=O)C>[CH:27]([C:30]1[CH:35]=[CH:34][C:33]([CH3:36])=[CH:32][C:31]=1[NH:37][C:38]([NH:24][CH2:23][CH2:22][CH2:21][C:18]1[CH:19]=[CH:20][C:15]([C:12]2[N:13]=[CH:14][N:10]([C:7]3[CH:6]=[CH:5][C:4]([O:3][C:2]([F:1])([F:25])[F:26])=[CH:9][CH:8]=3)[N:11]=2)=[CH:16][CH:17]=1)=[S:39])([CH3:29])[CH3:28]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 904042683-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-1-amineHCID 1186751304-Isopropyl-3-isothiocyanatotoluene

생성물 1

HCID 1186751361-(2-isopropyl-5-methylphenyl)-3-(3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propyl)thiourea

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8857Ethyl Acetate용매

실험 절차

To 3-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)phenyl)propan-1-amine (0.160 g, 0.442 mmol) in a 25 mL vial equipped with a stir bar was added 1-isopropyl-2-isothiocyanato-4-methylbenzene (65% in dichloromethane, 0.156 g, 0.530 mmol) in dichloromethane (6.31 ml) followed by triethylamine (0.062 ml, 0.442 mmol). The reaction was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate and adsorbed onto Celite®. Purification by flash column chromatography using 2.5-40% ethyl acetate/B, where B=1:1 dichloromethane/hexanes as eluent provided a white solid. The solid was dried overnight at 50° C. at about 25 in. Hg providing the title compound as a white solid (0.172 g, 70%).

후처리

  1. customPurification by flash column chromatography
  2. customprovided a white solid
  3. customThe solid was dried overnight at 50° C. at about 25 in

출처 및 근거

ORD 기록
ord-907851b9db284ea1adf6dc7aa52fa2c4
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09445594B2

연결된 노트

불러오는 중…