Dimethyl Sulfoxide → 3-(2-Methyl-pyrimidin-5-yl)-5-oxo-pentanoic acid ethyl ester

HRID 2187372ノート

反応式

HRID 2187372 の反応式
C(Cl)(=O)C(Cl)=O.CS(C)=O.[CH2:11]([O:13][C:14](=[O:27])[CH2:15][CH:16]([C:20]1[CH:21]=[N:22][C:23]([CH3:26])=[N:24][CH:25]=1)[CH2:17][CH2:18][OH:19])[CH3:12].CCN(CC)CC>C(Cl)Cl>[CH2:11]([O:13][C:14](=[O:27])[CH2:15][CH:16]([C:20]1[CH:21]=[N:22][C:23]([CH3:26])=[N:24][CH:25]=1)[CH2:17][CH:18]=[O:19])[CH3:12]

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 235812815-Hydroxy-3-(2-methyl-pyrimidin-5-yl)-pentanoic acid ethyl ester

生成物 1

HCID 235812803-(2-Methyl-pyrimidin-5-yl)-5-oxo-pentanoic acid ethyl ester

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

実験手順

To a solution of oxalyl chloride (73 μL, 0.84 mmol) in CH2Cl2 at −78° C. was added DMSO (80 μL, 1.0 mmol) dropwise. After gas evolution ceased, 2-5 (100 mg, 0.42 mmol) in CH2Cl2 was added. After 30 minutes, the cooling bath was removed and NEt3 (290 μL, 2.1 mmol) was added. After 20 minutes, the reaction mixture was diluted with CH2Cl2 and washed sat. NaHCO3 and brine, dried (MgSO4), and concentrated to give 2-6 as a yellow oil.

後処理

  1. customthe cooling bath was removed
  2. waitAfter 20 minutes
  3. washwashed sat. NaHCO3 and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-96dcab0b107b49459542544b13436a9b
出典データセット
uspto-grants-2002_06
特許番号
US06410526B1

反応ノート

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