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Methyl 2,4-dichloropyrimidine-6-carboxylate → methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate

HRID 2353636
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HRID 2353636 반응식
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:13][C@H:14]1[CH2:19][O:18][CH2:17][CH2:16][NH:15]1>C(Cl)Cl.C(N(CC)CC)C>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[CH:5]=[C:4]([N:15]2[CH2:16][CH2:17][O:18][CH2:19][C@@H:14]2[CH3:13])[N:3]=1
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참가 물질

5

반응물 2

HCID 239689Methyl 2,4-dichloropyrimidine-6-carboxylateHCID 12012220(3S)-3-methylmorpholine

생성물 1

HCID 59379939methyl 2-chloro-6-[(3S)-3-methylmorpholin-4-yl]pyrimidine-4-carboxylate수율 48%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8471Triethylamine용매

실험 절차

Methyl 2,6-dichloropyrimidine-4-carboxylate (5.00 g) was dissolved in DCM (120 mL). (3S)-3-Methylmorpholine (2.49 g) dissolved in triethylamine (3.70 mL) and DCM (10 mL) was added dropwise to the solution over 10 minutes. The reaction was left to stir at room temperature for 1 hour then the mixture concentrated in vacuo and dissolved in DCM (300 mL). The organics were washed with water (150 mL) and dried (MgSO4). The crude material was chromatographed on silica, eluting with 2.5% methanol in DCM, to give the desired compound (3.15 g) as a white solid.

후처리

  1. waitThe reaction was left
  2. concentrationthe mixture concentrated in vacuo
  3. dissolutiondissolved in DCM (300 mL)
  4. washThe organics were washed with water (150 mL)
  5. dry with materialdried (MgSO4)
  6. customThe crude material was chromatographed on silica
  7. washeluting with 2.5% methanol in DCM

출처 및 근거

ORD 기록
ord-952bcc14d9a44bd6b9c899bda223d360
출처 데이터셋
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07750003B2

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