Water → 8-[2,6-Dichloro-3-[4-(4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinoline

HRID 1871151노트

반응식

HRID 1871151 반응식
Cl.Cl.[Cl:3][C:4]1[C:22]([C:23]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[O:24])=[CH:21][CH:20]=[C:19]([Cl:31])[C:5]=1[CH2:6][O:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[C:15]([CH3:18])[CH:14]=[CH:13]2.C(N(CC)CC)C.[CH3:39][NH:40][C:41]([C:43]1[CH:48]=[CH:47][C:46]([NH:49][C:50](=O)[O:51]C2C=CC=CC=2)=[CH:45][CH:44]=1)=[O:42].O>CN(C)C=O>[Cl:3][C:4]1[C:22]([C:23]([N:25]2[CH2:26][CH2:27][N:28]([C:50](=[O:51])[NH:49][C:46]3[CH:45]=[CH:44][C:43]([C:41](=[O:42])[NH:40][CH3:39])=[CH:48][CH:47]=3)[CH2:29][CH2:30]2)=[O:24])=[CH:21][CH:20]=[C:19]([Cl:31])[C:5]=1[CH2:6][O:7][C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:17]=1[N:16]=[C:15]([CH3:18])[CH:14]=[CH:13]2

참가 물질

6

반응물 4

HCID 962WaterHCID 8471TriethylamineHCID 18321944Phenyl 4-(methylcarbamoyl)phenylcarbamateHCID 183219628-[2,6-Dichloro-3-(piperazine-1-carbonyl)benzyloxy]-2-methylquinoline dihydrochloride

생성물 1

HCID 183217598-[2,6-Dichloro-3-[4-(4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinoline수율 84.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
80 °C

실험 절차

To a solution of 8-[2,6-dichloro-3-(piperazine-1-carbonyl)benzyloxy]-2-methylquinoline dihydrochloride (60 mg) and triethylamine (48.3 mg) in N,N-dimethylformamide (0.6 ml) was added phenyl 4-(methylcarbamoyl)phenylcarbamate (33.8 mg), and the mixture was stirred for 2 hours at 80° C. The reaction mixture was poured into water and extracted with ethyl acetate. The extract was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (chloroform:methanol=10:1, V/V) to give 8-[2,6-dichloro-3-[4-(4-(methylcarbamoyl)phenylcarbamoyl]piperazine-1-carbonyl]benzyloxy]-2-methylquinoline (61 mg) as colorless amorphous.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative thin layer chromatography (chloroform:methanol=10:1, V/V)

출처 및 근거

ORD 기록
ord-af30712b7f5b47d78b06f90863bb5040
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100284

반응 노트

불러오는 중…