Morpholine → HCID 58930433, 화합물

HRID 852915노트

반응식

HRID 852915 반응식
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH:12]=O)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C([O-])([O-])=O.[K+].[K+]>ClCCCl.CC(O)=O.ClCCl>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:15]=[CH:14][C:11]([CH2:12][N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)=[CH:10][CH:9]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

8

반응물 4

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 186174724-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

생성물 1

HCID 58930433HCID 58930433, 화합물수율 36.6%

시약·촉매·용매 3

HCID 176Acetic Acid촉매HCID 111,2-Dichloroethane용매HCID 6344Dichloromethane용매

실험 절차

To a solution of 42 (950 mg, 4.35 mmol) and morpholine (455 μL, 5.21 mmol) in dry 1,2-dichloroethane (10 mL) at room temperature was added AcOH (2 drops) followed by NaBH(OAc)3 (1.1 g, 5.21 mmol) and the mixture was stirred for 16 h. A solution of 10% K2CO3 was added to the reaction mixture followed by dichloromethane and the phases were separated. The aqueous phase was extracted with CH2Cl2 and organic layer was dried over anhydrous Na2SO4, filtered to form a residue which was purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 20/80) to afford the title compound 43 (460 mg, 1.59 mmol, 36% yield).

후처리

  1. customthe phases were separated
  2. extractionThe aqueous phase was extracted with CH2Cl2 and organic layer
  3. dry with materialwas dried over anhydrous Na2SO4
  4. filtrationfiltered
  5. customto form a residue which
  6. customwas purified by flash chromatography on silica gel (EtOAc/CH2Cl2: 20/80)

출처 및 근거

ORD 기록
ord-f958ef7addd6408eaf3f7a75eb9628f5
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07253204B2

반응 노트

불러오는 중…