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Triethylamine → 2-(4-cyano-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

HRID 1428782
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HRID 1428782 반응식
CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.[C:22]1([CH3:40])[CH:27]=[CH:26][CH:25]=[C:24]([C:28]2[C:33]([CH2:34][NH2:35])=[CH:32][CH:31]=[C:30]([C:36]([F:39])([F:38])[F:37])[N:29]=2)[CH:23]=1.[C:41]([C:43]1[CH:48]=[CH:47][C:46]([CH:49]([CH3:53])[C:50](O)=[O:51])=[CH:45][C:44]=1[F:54])#[N:42].C(N(CC)CC)C>>[C:41]([C:43]1[CH:48]=[CH:47][C:46]([CH:49]([CH3:53])[C:50]([NH:35][CH2:34][C:33]2[C:28]([C:24]3[CH:23]=[C:22]([CH3:40])[CH:27]=[CH:26][CH:25]=3)=[N:29][C:30]([C:36]([F:37])([F:39])[F:38])=[CH:31][CH:32]=2)=[O:51])=[CH:45][C:44]=1[F:54])#[N:42]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 8471TriethylamineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 183667732-(4-Cyano-3-fluorophenyl)propanoic acidHCID 86680208(2-m-Tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine

생성물 1

HCID 86680225
2-(4-cyano-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide

실험 절차

N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (1.5 equiv), 1-hydroxybenzotriazole (1.5 equiv), and (2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methanamine (1 equiv) are added to a solution of 2-(4-cyano-3-fluorophenyl)propanoic acid (5 equiv) drop-wise triethylamine (2.5 equiv). The reaction mixture is stirred overnight at room temperature. The reaction is quenched with water and extracted with ethyl acetate. The extracted organic layer is dried over magnesium sulfate. After evaporate solvent, purified by column chromatographic purification (ethylacetate:hexane) afforded 2-(4-cyano-3-fluorophenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide.

후처리

  1. customThe reaction is quenched with water
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extracted organic layer is dried over magnesium sulfate
  4. customAfter evaporate solvent
  5. custompurified by column chromatographic purification (ethylacetate:hexane)

출처 및 근거

ORD 기록
ord-96b3bc4000ad473ba21275967bf98974
출처 데이터셋
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08937092B2

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