Ethyl Glycolate → (6-Chloro-2-morpholin-4-yl-pyrimidin-4-yloxy)-acetic acid ethyl ester

HRID 882748

반응식

HRID 882748 반응식
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[N:12]=[C:11](Cl)[CH:10]=[C:9]([Cl:14])[N:8]=2)[CH2:3][CH2:2]1.[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[CH2:16][OH:17].[H-].[Na+]>O1CCCC1>[CH2:20]([O:19][C:15](=[O:18])[CH2:16][O:17][C:11]1[CH:10]=[C:9]([Cl:14])[N:8]=[C:7]([N:4]2[CH2:3][CH2:2][O:1][CH2:6][CH2:5]2)[N:12]=1)[CH3:21]

참가 물질

5

반응물 3

HCID 12184Ethyl GlycolateHCID 24758Sodium hydrideHCID 27720684-(4,6-Dichloropyrimidin-2-yl)morpholine

생성물 1

HCID 86243996(6-Chloro-2-morpholin-4-yl-pyrimidin-4-yloxy)-acetic acid ethyl ester수율 104.7%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

2-Morpholino-4,6-dichloropyrimidine (2.34 g; 10 mmol) and ethyl glycolate (1.3 g; 12 mmol) were dissolved in tetrahydrofuran (100 mL), and chilled in an ice bath. To the solution was added sodium hydride (300 mg; 12 mmol), and it was stirred overnight at ambient temperature. The solvents were evaporated, and the solid was dissolved in ethyl acetate (200 mL) which was then washed with water (2×100 mL). The organic layer was dried over magnesium sulfate, and evaporated to give (6-chloro-2-morpholin-4-yl-pyrimidin-4-yloxy)-acetic acid ethyl ester (3.16 g).

후처리

  1. temperaturechilled in an ice bath
  2. customThe solvents were evaporated
  3. dissolutionthe solid was dissolved in ethyl acetate (200 mL) which
  4. washwas then washed with water (2×100 mL)
  5. dry with materialThe organic layer was dried over magnesium sulfate
  6. customevaporated

출처 및 근거

ORD 기록
ord-650da53bd7734004811cdcd2406ddb9c
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08236795B2

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