Dimethylformamide → methyl 3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazole-5-carboxylate

HRID 1295268노트

반응식

HRID 1295268 반응식
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[N:3]=1.Cl[CH2:18][C:19]1[CH:37]=[CH:36][C:22]([O:23][CH2:24][C:25]2[N:26]=[C:27]([C:31]3[O:32][CH:33]=[CH:34][CH:35]=3)[O:28][C:29]=2[CH3:30])=[C:21]([O:38][CH3:39])[CH:20]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[O:32]1[CH:33]=[CH:34][CH:35]=[C:31]1[C:27]1[O:28][C:29]([CH3:30])=[C:25]([CH2:24][O:23][C:22]2[CH:36]=[CH:37][C:19]([CH2:18][O:1][C:2]3[CH:6]=[C:5]([C:7]([O:9][CH3:10])=[O:8])[N:4]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[N:3]=3)=[CH:20][C:21]=2[O:38][CH3:39])[N:26]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 223445974-(4-Chloromethyl-2-methoxyphenoxymethyl)-2-(2-furyl)-5-methyloxazoleHCID 178498600HCID 178498600, 화합물

생성물 1

HCID 69434415methyl 3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazole-5-carboxylate수율 94%

시약·촉매·용매 1

HCID 962Water용매

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온도
90 °C

실험 절차

A mixture of methyl 3-hydroxy-1-phenyl-1H-pyrazole-5-carboxylate (5.60 g), 4-(4-chloromethyl-2-methoxyphenoxymethyl)-2-(2-furyl)-5-methyloxazole (9.45 g), potassium carbonate (3.55 g) and N,N-dimethylformamide (200 ml) was stirred at 90° C. for 15 hrs. The reaction mixture was poured into water and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4) and concentrated. The obtained colorless crystals were collected by filtration to give methyl 3-[4-[2-(2-furyl)-5-methyl-4-oxazolylmethoxy]-3-methoxybenzyloxy]-1-phenyl-1H-pyrazole-5-carboxylate (12.40 g, yield 94%). The crystals were recrystallized from ethyl acetate-hexane. melting point: 146–147° C.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with saturated brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. filtrationThe obtained colorless crystals were collected by filtration

출처 및 근거

ORD 기록
ord-f91b1ab40e0f4a2fb26495bdd4eab5e6
출처 데이터셋
uspto-grants-2007_07
특허 번호
US07241785B2

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