1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) → 6-((4-Chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol

HRID 1778283노트

반응식

HRID 1778283 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:27]2[S:28][CH:29]=[CH:30][N:31]=2)[C:9]2[CH:14]=[CH:13][C:12]([NH:15][CH:16]=[C:17]3C(=O)OC(C)(C)[O:19][C:18]3=O)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>CCCCCCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:27]2[S:28][CH:29]=[CH:30][N:31]=2)[C:9]2[CH:14]=[C:13]3[C:12](=[CH:11][CH:10]=2)[N:15]=[CH:16][CH:17]=[C:18]3[OH:19])=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)HCID 1183240095-(((4-((4-Chlorophenyl)(thiazol-2-yl)methyl)phenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

생성물 1

HCID 1785163976-((4-Chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol

시약·촉매·용매 1

HCID 8900Heptane용매

실험 절차

5-(((4-((4-Chlorophenyl)(thiazol-2-yl)methyl)phenyl)amino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (1.8 g, 3.957 mmol) was added as a solid portionwise over 3-4 minutes to DOWTHERM (75 mL) at 220° C. The resulting mixture was heated for 20 minutes, cooled to room temperature, and treated with excess heptane (30 mL) with stirring. After allowing the solid to settle, the supernatant was decanted and the process repeated 3 times. After concentrating to remove heptane, the residue was purified by MPLC using a dichloromethane-methanol gradient to yield 6-((4-chlorophenyl)(thiazol-2-yl)methyl)quinolin-4-ol. (ES, m/z) 352, 354 [M+H]+

후처리

  1. temperatureThe resulting mixture was heated for 20 minutes
  2. customthe supernatant was decanted
  3. concentrationAfter concentrating
  4. customto remove heptane
  5. customthe residue was purified by MPLC

출처 및 근거

ORD 기록
ord-41f68094ef9241fa823240a0e6c99e99
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266835B2

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