Water → HCID 178426042, 화합물

HRID 1880668노트

반응식

HRID 1880668 반응식
[O:1]1[CH2:5]CCC1.[CH3:6][C:7]1[N:12]=[C:11]([C:13]([NH2:15])=O)[CH:10]=[C:9]([C:16]([F:19])([F:18])[F:17])[CH:8]=1.C(N1C=CN=C1)([N:22]1C=CN=C1)=O.N12CCCN=C1CCCCC2.[OH2:43]>>[CH3:6][C:7]1[N:12]=[C:11]([C:13]2[NH:22][O:43][C:5](=[O:1])[N:15]=2)[CH:10]=[C:9]([C:16]([F:19])([F:18])[F:17])[CH:8]=1

참가 물질

6

반응물 5

HCID 962WaterHCID 8028TetrahydrofuranHCID 682631,1'-CarbonyldiimidazoleHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 866473326-Methyl-4-trifluoromethylpyridine-2-carboxamide

생성물 1

HCID 178426042HCID 178426042, 화합물

실험 절차

To 3 ml of tetrahydrofuran were added 0.74 g of 6-methyl-4-trifluoromethylpyridine-2-carboxamide=oxime and 0.41 g of 1,1′-carbonyldiimidazole, and the mixture was stirred at room temperature for 1 hour and 30 minutes. Thereafter, 0.39 g of 1,8-diazabicyclo[5,4,0]undec-7-ene was added, and the mixture was stirred for 12 hours. To the reaction solution were added water and a 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times, and the organic layers were combined, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.6 g of 3-(6-methyl-4-trifluoromethylpyridin-2-yl)-1,2,4-oxadiazol-5-one (present compound (54)).

후처리

  1. stirringthe mixture was stirred for 12 hours
  2. extractiona 10% aqueous HCl solution, the resultant solution was extracted with ethyl acetate three times
  3. dry with materialdried with anhydrous magnesium sulfate
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d060f35d747a4d88b74e31ea397f088f
출처 데이터셋
uspto-grants-2012_11
특허 번호
US08318776B2

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