Acetic Acid → 6-(2,6-Dichlorophenyl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one

HRID 1375410노트

반응식

HRID 1375410 반응식
[NH2:1][C:2]1[C:3]([NH:21][CH3:22])=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[CH:11][CH:10]=2)=[N:6][CH:7]=1.[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[C:25]=1[C:31](=O)[C:32]([O:34]CC)=O.CC(O)=O>COCCO>[Cl:30][C:26]1[CH:27]=[CH:28][CH:29]=[C:24]([Cl:23])[C:25]=1[C:31]1[C:32](=[O:34])[N:21]([CH3:22])[C:3]2[N:4]=[C:5]([NH:8][C:9]3[CH:14]=[CH:13][C:12]([N:15]4[CH2:20][CH2:19][O:18][CH2:17][CH2:16]4)=[CH:11][CH:10]=3)[N:6]=[CH:7][C:2]=2[N:1]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 587868125-Amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidineHCID 69476762Ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate

생성물 1

HCID 98914386-(2,6-Dichlorophenyl)-8-methyl-2-[[4-(morpholin-4-yl)phenyl]amino]-8H-pteridin-7-one수율 37.2%

시약·촉매·용매 1

HCID 80192-Methoxyethanol용매

실험 절차

A mixture of 0.60 g (2 mmol) of 5-amino-4-(methylamino)-2-[[4-(morpholin-4-yl)phenyl]amino]pyrimidine, 0.74 g (3 mmol) ethyl 2-(2,6-dichlorophenyl)-2-oxoacetate (T. H. Kress and M. R. Leanna, Synthesis, 1988:803–805), and 0.3 mL HOAc in 25 mL of 2-methoxyethanol is heated under reflux for 16 hours before the solvent is removed under vacuum. The residue is extracted into EtOAc and, after being washed with water, the solution is dried over Na2SO4. Removal of the solvent and chromatography on silica, eluting with hexane/EtOAc 3:2 gives 0.36 g (37%) of the title compound (Compound 2 in Tables 1 and 2): mp (EtOH) 292–293° C.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 16 hours before the solvent
  3. customis removed under vacuum
  4. extractionThe residue is extracted into EtOAc
  5. washafter being washed with water
  6. dry with materialthe solution is dried over Na2SO4
  7. customRemoval of the solvent and chromatography on silica
  8. washeluting with hexane/EtOAc 3:2

출처 및 근거

ORD 기록
ord-10431ca12a404182ae47cd931decd0de
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07169778B2

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