Lithium borohydride → HCID 21701554, 화합물

HRID 1596287노트

반응식

HRID 1596287 반응식
[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

참가 물질

4

반응물 2

HCID 4148881Lithium borohydrideHCID 21701552HCID 21701552, 화합물

생성물 1

HCID 21701554HCID 21701554, 화합물수율 27.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-9b8872468f034292846bab3d53e3660a
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06291455B1

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