Water → 1-(2,6-dichlorophenyl)-3-{1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-3-t-butyl-1H-pyrazol-5-yl}urea

HRID 72688

반응식

HRID 72688 반응식
[C:1]([C:5]1[CH:9]=[C:8]([NH2:10])[N:7]([C:11]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:15]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:14]=[C:13]([C:29]([F:32])([F:31])[F:30])[N:12]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[Cl:33][C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[C:35]=1[N:41]=[C:42]=[O:43].C(N(CC)CC)C.O>ClCCl>[Cl:33][C:34]1[CH:39]=[CH:38][CH:37]=[C:36]([Cl:40])[C:35]=1[NH:41][C:42]([NH:10][C:8]1[N:7]([C:11]2[C:16]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[C:15]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)[N:14]=[C:13]([C:29]([F:30])([F:32])[F:31])[N:12]=2)[N:6]=[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[CH:9]=1)=[O:43]

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 6045371,3-Dichloro-2-isocyanatobenzeneHCID 249626813-t-butyl-1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-1H-pyrazol-5-amine

생성물 1

HCID 249575441-(2,6-dichlorophenyl)-3-{1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-3-t-butyl-1H-pyrazol-5-yl}urea

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

The solution of 3-t-butyl-1-[5,6-diphenyl-2-(trifluoromethyl)pyrimidin-4-yl]-1H-pyrazol-5-amine (0.23 mmol) in dichloromethane (3 ml) was treated with 2,6-dichlorophenyl isocyanate (0.056 g, 0.3 mmol) in the presence of triethylamine (0.05 ml), and the reaction was mixture was stirred at room temperature, overnight. Subsequently water (15 ml) was added to above and it was extracted with ethyl acetate (25 ml). The organic layer was evaporated and the crude material purified by column chromatography; elution with 1.5% of ethyl acetate in hexane yielded the title compound. 1H-NMR (CDCl3) δ: 0.86 (s, 9H), 6.58 (s, 1H), 7.02-7.05 (m, 3H), 7.14 (d, 2H), 7.24-7.33 (m, 8H), 8.43-8.44 (br, 1H, D2O exchangeable), 10.52 (br, 1H, D2O exchangeable); MS m/z: 625 (M+).

후처리

  1. extractionwas extracted with ethyl acetate (25 ml)
  2. customThe organic layer was evaporated
  3. customthe crude material purified by column chromatography
  4. washelution with 1.5% of ethyl acetate in hexane

출처 및 근거

ORD 기록
ord-c7a0425e033a49e4a5951a5e40744119
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08828999B2

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