Triethylamine → 4-chloro-8-(2,4-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one

HRID 2245080ノート

反応式

HRID 2245080 の反応式
Cl[C:2]1[C:7]([CH:8]=O)=[C:6]([Cl:10])[N:5]=[C:4]([S:11][CH3:12])[N:3]=1.C(N(CC)CC)C.[F:20][C:21]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:22]=1[NH2:23].F[C:30](F)(F)[CH2:31][O:32]P(CC(OC)=O)(OCC(F)(F)F)=O>C1COCC1.C(Cl)Cl>[Cl:10][C:6]1[C:7]2[CH:8]=[CH:30][C:31](=[O:32])[N:23]([C:22]3[CH:24]=[CH:25][C:26]([F:28])=[CH:27][C:21]=3[F:20])[C:2]=2[N:3]=[C:4]([S:11][CH3:12])[N:5]=1

参加物

7

反応物 4

HCID 8471TriethylamineHCID 97092,4-DifluoroanilineHCID 184894Nsc 634137HCID 46140044,6-Dichloro-2-(methylsulfanyl)pyrimidine-5-carbaldehyde

生成物 1

HCID 119513484-chloro-8-(2,4-difluorophenyl)-2-(methylthio)pyrido[2,3-d]pyrimidin-7(8H)-one収率 40%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of 4,6-dichloro-2-methylsulfanyl-pyrimidine-5-carbaldehyde (4.2 g, 18.95 mmol) and triethylamine (5.3 ml, 38 mmol) in THF (100 ml) was added 2,4-difluoroaniline (2.1 ml, 20.58 mmol). The mixture was stirred for 2 h, and methyl {bis[(2,2,2-trifluoroethyl)oxy]phosphoryl}acetate (6.0 g, 18.95 mmol) was added. The mixture was stirred for 18 h, diluted with DCM (200 ml) and washed with water (2×100 ml). The dried (Na2SO4) organic phase was filtered and evaporated. Flash chromatography (EtOAc/Hexane, 1:5) provided the title compound as a cream solid (2.5 g, 40%): LC-MS m/z 340 (M+H)+ retention 3.24 min.

後処理

  1. stirringThe mixture was stirred for 18 h
  2. washwashed with water (2×100 ml)
  3. dry with materialThe dried (Na2SO4) organic phase
  4. filtrationwas filtered
  5. customevaporated

出典と根拠

ORDレコード
ord-b69d1260db4e46c1b0379e760dbd6f0c
出典データセット
uspto-grants-2010_03
特許番号
US07678801B2

反応ノート

読み込み中…