Methyl morpholine oxide → 5-bromo-3-methyl-1-(2-methylpropyl)-6-[(pyridin-3-yl)carbonyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

HRID 379585ノート

反応式

HRID 379585 の反応式
[Br:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:5]=2[S:4][C:3]=1[CH:18]([OH:25])[C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1.C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Br:1][C:2]1[C:10]2[C:9](=[O:11])[N:8]([CH3:12])[C:7](=[O:13])[N:6]([CH2:14][CH:15]([CH3:17])[CH3:16])[C:5]=2[S:4][C:3]=1[C:18]([C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1)=[O:25]

参加物

5

反応物 2

HCID 82029Methyl morpholine oxideHCID 183665945-bromo-3-methyl-1-(2-methylpropyl)-6-[1-hydroxy-1-(pyridin-3-yl)methyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione

生成物 1

HCID 183665815-bromo-3-methyl-1-(2-methylpropyl)-6-[(pyridin-3-yl)carbonyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione収率 94.4%

試薬・触媒・溶媒 2

HCID 178419074HCID 178419074、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 5-bromo-3-methyl-1-(2-methylpropyl)-6-[1-hydroxy-1-(pyridin-3-yl)methyl]thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione (0.50 g, Example 39 step b)), 4-methylmorpholine-N-oxide (0.21 g), powdered 4A sieves (0.58 g) and tetra-n-propylammoniumperruthenate (0.02 g) in dry dichloromethane (40 ml) was stirred for 1 hour at room temperature. The suspension was filtered through celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography over silica eluting with dichloromethane to give the subtitle compound as a cream solid (0.47 g).

後処理

  1. filtrationThe suspension was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography over silica eluting with dichloromethane

出典と根拠

ORDレコード
ord-ece7d5f2c15144529acabf523518caef
出典データセット
uspto-grants-2001_10
特許番号
US06300334B1

反応ノート

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