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Water → 2-Chloro-8-methoxy-7-methylquinazoline

HRID 1672481
ノート
印刷プレビュー

反応式

HRID 1672481 の反応式
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[C:5]([O:14][CH3:15])[C:6]([CH3:13])=[CH:7][CH:8]=2)[N:3]=1.CCN(C(C)C)C(C)C.[H][H].O>CCOC(C)=O.[Pd]>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:4](=[C:5]([O:14][CH3:15])[C:6]([CH3:13])=[CH:7][CH:8]=2)[N:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 962WaterHCID 81531DiisopropylethylamineHCID 469418442,4-Dichloro-8-methoxy-7-methylquinazolineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 469418452-Chloro-8-methoxy-7-methylquinazoline収率 67.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

To a solution of 2,4-dichloro-8-methoxy-7-methylquinazoline (43 g, 0.177 mol) in EtOAc (2580 mL) were added DIPEA (22.9 g, 0.177 mol) and Pd/C (8.6 g) in one portion. The reaction mixture was stirred at room temperature for 6 h under 20 psi of hydrogen. Water (800 mL) was added and the mixture was filtered. The filtrate was separated, the organic layer was washed with water (500 mL). The combined aqueous layers were re-extracted with EtOAc (700 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude product. The crude product was re-crystallized from EtOAc (64 mL)/petroleum ether (192 mL) to give the title compound (24.9 g, 67.5%) as a white solid.

後処理

  1. filtrationthe mixture was filtered
  2. customThe filtrate was separated
  3. washthe organic layer was washed with water (500 mL)
  4. extractionThe combined aqueous layers were re-extracted with EtOAc (700 mL)
  5. washThe combined organic layers were washed with brine
  6. dry with materialdried over anhydrous Na2SO4
  7. concentrationconcentrated in vacuo
  8. customto give the crude product
  9. customThe crude product was re-crystallized from EtOAc (64 mL)/petroleum ether (192 mL)

出典と根拠

ORDレコード
ord-3a5703d4de8e4ab19cd455c1fafa1379
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07998978B2

反応ノート

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