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

HRID 1375410ノート

反応式

HRID 1375410 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 80192-Methoxyethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-10431ca12a404182ae47cd931decd0de
出典データセット
uspto-grants-2007_01
特許番号
US07169778B2

反応ノート

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