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Potassium Carbonate → methyl 2-((4-oxo-6-(4-(trifluoromethoxy)phenyl)quinazolin-3(4H)-yl)methyl)oxazole-4-carboxylate

HRID 517096
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인쇄 미리보기

반응식

HRID 517096 반응식
[F:1][C:2]([F:22])([F:21])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][NH:14][C:13]3=[O:20])=[CH:6][CH:5]=1.Cl[CH2:24][C:25]1[O:26][CH:27]=[C:28]([C:30]([O:32][CH3:33])=[O:31])[N:29]=1.C(=O)([O-])[O-].[K+].[K+]>CC(N(C)C)=O.O.ClCCl>[O:20]=[C:13]1[C:12]2[C:17](=[CH:18][CH:19]=[C:10]([C:7]3[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:21])[F:22])=[CH:5][CH:6]=3)[CH:11]=2)[N:16]=[CH:15][N:14]1[CH2:24][C:25]1[O:26][CH:27]=[C:28]([C:30]([O:32][CH3:33])=[O:31])[N:29]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 2763199Methyl 2-(chloromethyl)oxazole-4-carboxylateHCID 1363523196-(4-(trifluoromethoxy)phenyl)quinazolin-4(3H)-one

생성물 1

HCID 70974638methyl 2-((4-oxo-6-(4-(trifluoromethoxy)phenyl)quinazolin-3(4H)-yl)methyl)oxazole-4-carboxylate

시약·촉매·용매 3

HCID 962Water용매
HCID 6344
Dichloromethane
용매
HCID 31374Dimethylacetamide용매

실험 절차

A solution of 500 mg 6-(4-(trifluoromethoxy)phenyl)quinazolin-4(3H)-one, 340 mg of methyl 2-(chloromethyl)oxazole-4-carboxylate, and 220 mg potassium carbonate in 5 mL of DMA was heated at 80° C. for 16 h. The reaction was diluted with water and dichloromethane, aqueous layer washed with dichloromethane, combined organic layers dried over sodium sulphate and concentrated. The residue was recrystallized from acetonitrile to produce methyl 2-((4-oxo-6-(4-(trifluoromethoxy)phenyl)quinazolin-3(4H)-yl)methyl)oxazole-4-carboxylate Compound 177-A as a white solid (420 mg). MS m/z (ESI)=446.0 (base peak, M+H+); 891.1 (2M+H+); 913.1 (2M+Na+).

후처리

  1. washwashed with dichloromethane
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated
  4. customThe residue was recrystallized from acetonitrile

출처 및 근거

ORD 기록
ord-ded59b6d949a40fd800940d8daf7a577
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115096B2

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