Lithium borohydride → HCID 21701554、化合物

HRID 1596287ノート

反応式

HRID 1596287 の反応式
[BH4-].[Li+].[Cl:3][C:4]1[CH:29]=[CH:28][C:7]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH2:22][C:23](OCC)=[O:24])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][N:10]=2)=[C:6]([F:30])[CH:5]=1>C1COCC1>[Cl:3][C:4]1[CH:29]=[CH:28][C:7]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][C:15]([O:21][CH2:22][CH2:23][OH:24])=[C:16]([O:19][CH3:20])[CH:17]=3)[N:12]=[CH:11][N:10]=2)=[C:6]([F:30])[CH:5]=1

参加物

4

反応物 2

HCID 4148881Lithium borohydrideHCID 21701552HCID 21701552、化合物

生成物 1

HCID 21701554HCID 21701554、化合物収率 27.5%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Lithium borohydride (150 μl of a 2M solution in THF, 0.15 mmol) was added to a solution of 4-(4-chloro-2-fluoroanilino)-7-(ethoxycarbonylmethoxy)-6-methoxyquinazoline (150 mg, 0.3 mmol) in THF (1 ml) and the mixture stirred for 1.5 hours. The reaction mixture was quenched with aqueous amonium chloride solution and extracted with ethyl acetate. The combined extracts were washed with water, dried (MgSO4) and concentrated by evaporation. Hexane was added, the mixture was cooled and the precipitated solid was collected by filtration to give 4-(4-chloro-2-fluoroanilino)-7-(2-hydroxyethoxy)-6-methoxyquinazoline (30 mg, 23%).

後処理

  1. customThe reaction mixture was quenched with aqueous amonium chloride solution
  2. extractionextracted with ethyl acetate
  3. washThe combined extracts were washed with water
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated by evaporation
  6. additionHexane was added
  7. temperaturethe mixture was cooled
  8. filtrationthe precipitated solid was collected by filtration

出典と根拠

ORDレコード
ord-9b8872468f034292846bab3d53e3660a
出典データセット
uspto-grants-2001_09
特許番号
US06291455B1

反応ノート

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