Water → HCID 57870036、化合物

HRID 1045675ノート

反応式

HRID 1045675 の反応式
S[C:2]1[N:3]([CH3:21])[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=1.P(Cl)(Cl)([Cl:24])=O.O.C(=O)(O)[O-].[Na+]>ClCCCl.CN1CCCC1=O>[Cl:24][C:2]1[N:3]([CH3:21])[C:4](=[O:20])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[C:10]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)[N:9]=2)[N:7]=1

参加物

7

反応物 4

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178481676HCID 178481676、化合物

生成物 1

HCID 57870036HCID 57870036、化合物収率 75%

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 13387N-methyl-2-pyrrolidone溶媒2 回

実験手順

2-Mercapto-1-methyl-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (2.76 g, 9.33 mmol) in 1,2-dichloroethane (20 ml) and N-methylpyrrolidone (2 ml) was added to a solution of phosphorus oxychloride (3.83 g, 25.0 mmol) and N-methylpyrrolidone (5.22 g, 52.7 mmol) at 50° C. and the mixture was stirred for 20 minutes. The solution was poured into warm water, and sodium bicarbonate (10.2 g, 121 mmol) was added to the solution and the mixture was stirred until no gas was generated. The resulting solution was partitioned between water and dichloromethane, and the organic layer was washed with water and brine and passed through Celite. The solvent was removed under reduced pressure, and the residue was purified with silica gel column chromatography (eluent; hexane/ethyl acetate=2/1 to 1/1) to afford 2-chloro-1-methyl-2′-phenyl-1H-[4,4′]bipyrimidinyl-6-one (2.08 g, 75%).

後処理

  1. additionThe solution was poured
  2. additionwas added to the solution
  3. stirringthe mixture was stirred until no gas
  4. customThe resulting solution was partitioned between water and dichloromethane
  5. washthe organic layer was washed with water and brine
  6. customThe solvent was removed under reduced pressure
  7. customthe residue was purified with silica gel column chromatography (eluent; hexane/ethyl acetate=2/1 to 1/1)

出典と根拠

ORDレコード
ord-4d8759efc4d340f0bd3b1722c06236c4
出典データセット
uspto-grants-2013_10
特許番号
US08569294B2

反応ノート

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