Water → 2-{(R)-3-[4-(2-tert-Butyl-6-cyclobutylpyrimidin-4-yl)-piperazin-1-yl]-2-methylpropoxy}-4-benzoyloxypyrimidin

HRID 219753ノート

反応式

HRID 219753 の反応式
[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][C@@H:18]([CH3:21])[CH2:19][OH:20])[CH2:13][CH2:12]2)[CH:8]=[C:7]([CH:22]2[CH2:25][CH2:24][CH2:23]2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].C([Li])CCC.CS([C:35]1[N:40]=[C:39]([O:41][CH2:42][C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)[CH:38]=[CH:37][N:36]=1)(=O)=O.[OH2:49]>O1CCCC1>[C:1]([C:5]1[N:10]=[C:9]([N:11]2[CH2:12][CH2:13][N:14]([CH2:17][C@@H:18]([CH3:21])[CH2:19][O:20][C:35]3[N:40]=[C:39]([O:41][C:42](=[O:49])[C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[CH:38]=[CH:37][N:36]=3)[CH2:15][CH2:16]2)[CH:8]=[C:7]([CH:22]2[CH2:25][CH2:24][CH2:23]2)[N:6]=1)([CH3:2])([CH3:3])[CH3:4]

参加物

6

反応物 4

HCID 962Water2 回HCID 113575332-Methylsulfonyl-4-benzyloxy-pyrimidineHCID 69025424(R)-3-[4-(2-tert-butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-2-methyl-propan-1-olHCID 178418339Butyllithium

生成物 1

HCID 690262242-{(R)-3-[4-(2-tert-Butyl-6-cyclobutylpyrimidin-4-yl)-piperazin-1-yl]-2-methylpropoxy}-4-benzoyloxypyrimidin

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

1.05 g of (R)-3-[4-(2-tert-Butyl-6-cyclobutyl-pyrimidin-4-yl)-piperazin-1-yl]-2-methyl-propan-1-ol (3.02 mmol) were dissolved in 8 ml of tetrahydrofuran. At 0° C., 1.71 ml (3.37 mmol) of n-butyllithium (2 M in pentane) were added within 15 minutes. 0.85 g of 2-methylsulfonyl-4-benzyloxy-pyrimidine (3.21 mmol), dissolved in 5 ml of tetrahydrofurane, were added. Stirring continued for 16 h at room temperature. By cooling with, 2 ml of water were added. The obtained mixture was poured into 15 ml of water and extracted three times with 15 ml of diethyl ether each. The organic layers were combined, dried over magnesium sulfate, filtered and evaporated to dryness. The residue was purified via silica gel chromatography with dichloromethane, dichloromethane/ethyl acetate 9:1, and dichlormethane/ethyl acetate 3:2 to yield 0.83 g of the product.

後処理

  1. additionwere added
  2. additionwere added
  3. extractionextracted three times with 15 ml of diethyl ether each
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness
  7. customThe residue was purified via silica gel chromatography with dichloromethane, dichloromethane/ethyl acetate 9:1, and dichlormethane/ethyl acetate 3:2

出典と根拠

ORDレコード
ord-00ac25f94b0e43e1a6cf2a87cf0a35d2
出典データセット
uspto-grants-2012_06
特許番号
US08202868B2

反応ノート

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