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Triethylamine → 3-Ethyl 5-methyl 6-(difluoromethyl)-4-(2-methylaziridinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

HRID 255436
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HRID 255436 반응식
Cl[C:2]([F:27])([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][CH3:17])=[O:14])=[C:5]([N:18]2[CH2:20][CH:19]2[CH3:21])[C:4]=1[C:22]([O:24][CH3:25])=[O:23].C(N(CC)CC)C>C(O)C.[Pd]>[F:27][CH:2]([F:26])[C:3]1[N:8]=[C:7]([C:9]([F:12])([F:10])[F:11])[C:6]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:5]([N:18]2[CH2:20][CH:19]2[CH3:21])[C:4]=1[C:22]([O:24][CH3:25])=[O:23]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 140138283-Ethyl 5-methyl 6-(chlorodifluoromethyl)-4-(2-methylaziridinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate

생성물 1

HCID 140138303-Ethyl 5-methyl 6-(difluoromethyl)-4-(2-methylaziridinyl)-2-(trifluoromethyl)-3,5-pyridinedicarboxylate수율 88.7%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702
Ethanol
용매

실험 절차

A mixture of 2.5 g (0.0059 mol) of product of Example 81, 0.6 g (0.0059 mol) of triethylamine and 0.25 g of 5% Pd/C (50% water coated) in 100 ml of ethanol was hydrogenated (446 kPa) for 18 hours at 50° C. The mixture was then filtered through celite and concentrated in vacuo to remove the ethyl alcohol. The residue was poured into water, and extracted with diethyl ether. The ether extract was washed with water, then dried over MgSO4. The dry ether phase was then concentrated in vacuo to yield 2.00 g of a yellow solid. This solid was then recrystallized in hexane to yield 1.28 g (56%) of product as a tan solid; mp 61° C.

후처리

  1. customfor 18 hours
  2. customat 50° C
  3. filtrationThe mixture was then filtered through celite and
  4. concentrationconcentrated in vacuo
  5. customto remove the ethyl alcohol
  6. additionThe residue was poured into water
  7. extractionextracted with diethyl ether
  8. extractionThe ether extract
  9. washwas washed with water
  10. dry with materialdried over MgSO4
  11. concentrationThe dry ether phase was then concentrated in vacuo

출처 및 근거

ORD 기록
ord-4ae675b5b4994057b63396abb7bc07d0
출처 데이터셋
uspto-grants-1987_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04698093

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