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Methyl chloroformate → {4-[5-(4-Fluoro-3-trifluoromethyl-phenylcarbamoyl)-naphthalen-2-yloxy]-pyrimidin-2-yl}carbamic acid methyl ester

HRID 1094499
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인쇄 미리보기

반응식

HRID 1094499 반응식
Cl[C:2]([O:4][CH3:5])=[O:3].[F:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14]([C:16]2[C:25]3[C:20](=[CH:21][C:22]([O:26][C:27]4[CH:32]=[CH:31][N:30]=[C:29]([NH2:33])[N:28]=4)=[CH:23][CH:24]=3)[CH:19]=[CH:18][CH:17]=2)=[O:15])=[CH:9][C:8]=1[C:34]([F:37])([F:36])[F:35]>C(Cl)Cl.N1C=CC=CC=1.CCOC(C)=O.O>[CH3:5][O:4][C:2](=[O:3])[NH:33][C:29]1[N:28]=[C:27]([O:26][C:22]2[CH:23]=[CH:24][C:25]3[C:20](=[CH:19][CH:18]=[CH:17][C:16]=3[C:14](=[O:15])[NH:13][C:10]3[CH:11]=[CH:12][C:7]([F:6])=[C:8]([C:34]([F:37])([F:36])[F:35])[CH:9]=3)[CH:21]=2)[CH:32]=[CH:31][N:30]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 6586Methyl chloroformateHCID 160715501-Naphthalenecarboxamide, 6-[(2-amino-4-pyrimidinyl)oxy]-N-[4-fluoro-3-(trifluoromethyl)phenyl]-

생성물 1

HCID 23652794{4-[5-(4-Fluoro-3-trifluoromethyl-phenylcarbamoyl)-naphthalen-2-yloxy]-pyrimidin-2-yl}carbamic acid methyl ester

시약·촉매·용매 4

HCID 962Water용매HCID 1049Pyridine용매
HCID 6344
Dichloromethane
용매
HCID 8857Ethyl Acetate용매

실험 절차

126 μl (1.64 mMol) methyl chloroformate are added portionwise to a solution of 300 mg (0.68 mMol) 6-(2-amino-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid (4-fluoro-3-trifluoromethyl-phenyl)-amide (Step 10.3) in 7 ml CH2Cl2 and 7 ml pyridine during 2 h. After 4 h, the solution is diluted with EtOAc and water, the aq. phase separated off and extracted twice with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated. Precipitation with DIPE and filtration gives the title compound: m.p.: 204-205° C.

후처리

  1. customthe aq. phase separated off
  2. extractionextracted twice with EtOAc
  3. washThe organic layers are washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customPrecipitation
  7. filtrationwith DIPE and filtration

출처 및 근거

ORD 기록
ord-e66b5c88c3dc4ce3be9732cbb719bacd
출처 데이터셋
uspto-grants-2012_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08133886B2

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