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Dichloromethane → {3-[5-(4-Methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanol

HRID 1970883
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HRID 1970883 반응식
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:9]=[N:10][C:11]([C:14]3[CH:15]=[C:16]([CH:21]=[CH:22][CH:23]=3)[C:17](OC)=[O:18])=[N:12][CH:13]=2)[CH2:4][CH2:3]1.[H-].C([Al+]CC(C)C)C(C)C.S([O-])([O-])(=O)=O.[Na+].[Na+].ClCCl>C1COCC1>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:13]=[N:12][C:11]([C:14]3[CH:15]=[C:16]([CH2:17][OH:18])[CH:21]=[CH:22][CH:23]=3)=[N:10][CH:9]=2)[CH2:6][CH2:7]1
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참가 물질

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반응물 4

HCID 6344DichloromethaneHCID 24436Sodium SulfateHCID 21225700Diisobutylaluminumhydride2회HCID 59484904Methyl 3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]-benzoate

생성물 1

HCID 59484860{3-[5-(4-Methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanol

시약·촉매·용매 1

HCID 8028
Tetrahydrofuran
용매
3회

실험 절차

860 mg (2.75 mmol) of methyl 3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]-benzoate are dissolved in 16 ml of THF, and 13.8 ml (13.8 mmol) of 1 M diisobutylaluminium hydride in THF are added dropwise at room temperature, and the reaction mixture is stirred at room temperature for 1 h. A further 13.8 ml (13.8 mmol) of 1 M diisobutylaluminium hydride in THF are added dropwise, and the reaction mixture is stirred at room temperature for 1 h. 3 ml of saturated sodium sulfate solution are added to the reaction mixture with ice cooling. Dichloromethane is added to the gelatinous mixture, which is then stirred for 30 min and filtered. The filtrate is dried over sodium sulfate and evaporated. Yield: 300 mg, yellow solid. The product is reacted further without further purification; HPLC: 1.68 min (method B); ESI: 285 (M+H).

후처리

  1. stirringthe reaction mixture is stirred at room temperature for 1 h
  2. stirringis then stirred for 30 min
  3. filtrationfiltered
  4. dry with materialThe filtrate is dried over sodium sulfate
  5. customevaporated
  6. customThe product is reacted further without further purification
  7. custom1.68 min (method B)

출처 및 근거

ORD 기록
ord-c59b85c11c7548708639c101261139e7
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08431572B2

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