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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Hydrochloric Acid → Dimethyl 6-(difluoromethyl)-4-(iso propylamino)-2-(trifluoromethyl)-3,5-pyridine-dicarboxylate

HRID 255433
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HRID 255433 반응식
[F:1][CH:2]([F:26])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[C:6]([C:13]([O:15][CH2:16]C)=[O:14])=[C:5]([NH:18][CH:19]([CH3:21])[CH3:20])[C:4]=1[C:22]([O:24][CH3:25])=[O:23].[OH-].[K+].Cl.C([O-])([O-])=O.[K+].[K+].CI>C(O)C.CN(C=O)C.O>[F:26][CH:2]([F:1])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH3:16])=[O:14])=[C:5]([NH:18][CH:19]([CH3:21])[CH3:20])[C:4]=1[C:22]([O:24][CH3:25])=[O:23]
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참가 물질

9

반응물 5

HCID 313Hydrochloric AcidHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 143734063-Ethyl 5-methyl 6-(difluoromethyl)-4-isopropylamino-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

생성물 1

HCID 14013774
Dimethyl 6-(difluoromethyl)-4-(iso propylamino)-2-(trifluoromethyl)-3,5-pyridine-dicarboxylate
수율 74.4%

시약·촉매·용매 3

HCID 702Ethanol용매HCID 962Water용매2회HCID 6228Dimethylformamide용매

실험 절차

A mixture of 7.61 g (0.020 mol) of product of Example 63, 6.7 g (0.118 mol) of KOH and 30 ml of H2O in 200 ml of ethanol was refluxed for 16 hours. The reaction mixture was poured into 250 ml containing 50 ml of concentrated HCl, extracted with ether, dried (MgSO4) and concentrated in vacuo to a dark oil. This oil, 5.53 g (0.040 mol) of K2CO3 and 3.75 ml (0.060 mol) of methyl iodide in 50 ml of DMF was stirred at room temperature for 19 hours. The reaction mixture was poured into water, extracted with ether, dried (MgSO4) and concentrated in vacuo to 8.18 g of dark oil. This oil was chromatographed on the HPLC using 5% ethyl acetate/cyclohexane as eluting solvent affording 5.51 g (74.4%) of orange oil. A portion of this oil, 1.41 g, was kugelrohr distilled at 40 Pa, pot temperature 104° C., and 1.37 g of product was collected as a light yellow oil, nD25 1.4765.

후처리

  1. temperaturewas refluxed for 16 hours
  2. additionThe reaction mixture was poured into 250 ml
  3. extractionextracted with ether
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo to a dark oil
  6. extractionextracted with ether
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated in vacuo to 8.18 g of dark oil
  9. customThis oil was chromatographed on the HPLC
  10. washas eluting solvent

출처 및 근거

ORD 기록
ord-2780cd59c8d141ff86f919b89e703345
출처 데이터셋
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04698093

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