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Dimethylformamide → Methyl 3-(4,6-dimethoxypyrimidin-2-yl)oxy-6-dimethylaminopicolinate

HRID 274875
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HRID 274875 반응식
[CH3:1][N:2]([C:4]1[N:9]=[C:8]([C:10]([O:12][CH3:13])=[O:11])[C:7]([OH:14])=[CH:6][CH:5]=1)[CH3:3].[CH3:15][O:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19](S(C)(=O)=O)[N:18]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[CH3:15][O:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[N:20]=[C:19]([O:14][C:7]2[C:8]([C:10]([O:12][CH3:13])=[O:11])=[N:9][C:4]([N:2]([CH3:1])[CH3:3])=[CH:5][CH:6]=2)[N:18]=1
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참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 15767145methyl 6-(N,N-dimethylamino)-3-hydroxypicolinate

생성물 1

HCID 15767146Methyl 3-(4,6-dimethoxypyrimidin-2-yl)oxy-6-dimethylaminopicolinate

시약·촉매·용매 1

HCID 962
Water
용매

실험 절차

1.4 g (7 mmol) of methyl 6-(N,N-dimethylamino)-3-hydroxypicolinate, 1.6 g (7 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.6 g (4 mmol) of potassium carbonate were added to 100 ml of dimethylformamide (DMF), and were reacted at 90° C. for 2 hours. After the reaction, the reaction content was poured into water, and was extracted with diethyl ether, and then washed with water, dried and concentrated to obtain an oily product which was thereafter crystallized with isopropyl ether. The crystal thus obtained was recrystallized with ethyl acetate/n-hexane to obtain an aimed product.

후처리

  1. customwere reacted at 90° C. for 2 hours
  2. customAfter the reaction
  3. extractionwas extracted with diethyl ether
  4. washwashed with water
  5. customdried
  6. concentrationconcentrated
  7. customto obtain an oily product which
  8. customwas thereafter crystallized with isopropyl ether
  9. customThe crystal thus obtained
  10. customwas recrystallized with ethyl acetate/n-hexane

출처 및 근거

ORD 기록
ord-65c16082835045e5b37cefcb6b892fbf
출처 데이터셋
uspto-grants-1995_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05391537

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