Sodium hydride → 4-[2-(4-Diphenylmethylpiperazino)ethoxy]-2-(4-methoxyphenyl)-6-methylpyrimidine

HRID 1082085

反応式

HRID 1082085 の反応式
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=2)[N:3]=1.[C:17]1([CH:23]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:24]2[CH2:29][CH2:28][N:27]([CH2:30][CH2:31][OH:32])[CH2:26][CH2:25]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[H-].[Na+]>O1CCCC1>[C:33]1([CH:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:24]2[CH2:25][CH2:26][N:27]([CH2:30][CH2:31][O:32][C:2]3[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]([C:9]4[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[CH:11][CH:10]=4)[N:3]=3)[CH2:28][CH2:29]2)[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 47425734-(Diphenylmethyl)-1-piperazineethanolHCID 153834554-Chloro-2-(4-methoxyphenyl)-6-methylpyrimidine

生成物 1

HCID 153834464-[2-(4-Diphenylmethylpiperazino)ethoxy]-2-(4-methoxyphenyl)-6-methylpyrimidine収率 47.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

0.6 g of 4-chloro-2-(4-methoxyphenyl)-6-methylpyrimidine and 0.76 g of 1-diphenylmethyl-4-(2-hydroxyethyl)piperazine were dissolved in 20 ml of dried tetrahydrofuran. After addition of 0.1 g of 60% sodium hydride, the mixture was stirred for 20 hours at room temperature. The reaction mixture was poured into ice-water and was extracted with ethyl acetate. After the extract was washed with water and was dried with anhydrous magnesium sulfate, then was evaporated in vacuo. The resulting residue was purified with column chromatography with silica gel (Wako gel C-200, elution with chloroform and then chloroform:ethyl acetate=8:1). The desired fraction was crystallized by evaporating the solvent under reduced pressure. The crystals were recrystallized with the solvent mixed with chloroform and ether, resulting to obtain 0.6 g of crystals. Melting point is 132° to 133° C.

後処理

  1. extractionwas extracted with ethyl acetate
  2. washAfter the extract was washed with water
  3. dry with materialwas dried with anhydrous magnesium sulfate
  4. customwas evaporated in vacuo
  5. customThe resulting residue was purified with column chromatography with silica gel (
  6. washWako gel C-200, elution with chloroform
  7. customThe desired fraction was crystallized
  8. customby evaporating the solvent under reduced pressure
  9. customThe crystals were recrystallized with the solvent
  10. additionmixed with chloroform and ether
  11. customresulting

出典と根拠

ORDレコード
ord-dbdb18525f4e49babad3f498d183d767
出典データセット
uspto-grants-1996_12
特許番号
US05589477

関連ノート

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