Potassium Carbonate → 4-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-one

HRID 381683노트

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HRID 381683 반응식
Cl[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][O:10][C:11]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:12]=2[C:13](=[O:23])[C:14](=[C:20]([CH3:22])[CH3:21])[O:15]3)=[CH:5][CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[F:30][C:31]1[CH:45]=[CH:44][C:34]([C:35]([NH:37][CH:38]2[CH2:43][CH2:42][NH:41][CH2:40][CH2:39]2)=[O:36])=[CH:33][CH:32]=1>CN(C)C=O>[F:30][C:31]1[CH:45]=[CH:44][C:34]([C:35]([NH:37][CH:38]2[CH2:43][CH2:42][N:41]([CH2:2][C:3]3[CH:8]=[CH:7][C:6]([CH2:9][O:10][C:11]4[CH:19]=[CH:18][CH:17]=[C:16]5[C:12]=4[C:13](=[O:23])[C:14](=[C:20]([CH3:22])[CH3:21])[O:15]5)=[CH:5][CH:4]=3)[CH2:40][CH2:39]2)=[O:36])=[CH:33][CH:32]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 47782264-fluoro-N-(piperidin-4-yl)benzamideHCID 183638384-(4-Chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one

생성물 1

HCID 98711274-{4-[4-(4-Fluorobenzamido)piperidinomethyl]phenylmethoxyl}-2-isopropylidenecoumaran-3-one수율 20.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A mixture of 570 mg 4-(4-chloromethyl-phenylmethoxy)-2-isopropylidenecoumaran-3-one (preparation 2), 240 mg potassium carbonate, 400 mg 4-(4-fluorobenzamido)piperidine and 15 ml dimethylformamide is warmed to 60° C. for 3 hours, then evaporated, mixed with water and extracted with ethyl acetate. After evaporation of the extract, the residue (0.6 g) is purified by silica gel chromatography (eluent ethyl acetate) to give 180 mg (19%) of the desired compound, m.p. 205-208° C.

후처리

  1. customevaporated
  2. additionmixed with water
  3. extractionextracted with ethyl acetate
  4. customAfter evaporation of the extract
  5. customthe residue (0.6 g) is purified by silica gel chromatography (eluent ethyl acetate)

출처 및 근거

ORD 기록
ord-aaaeabbf1dca43189727a5018d80d803
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06307051B1

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