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Dimethylformamide → 4-(4-Trifluoromethylpyrid-3-ylcarbonylamino)-2-phenylbenzoic acid 2-trimethylsilylethyl ester

HRID 2121224
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HRID 2121224 반응식
[F:1][C:2]([F:13])([F:12])[C:3]1[C:8]([C:9]([OH:11])=O)=[CH:7][N:6]=[CH:5][CH:4]=1.[CH3:14][Si:15]([CH3:43])([CH3:42])[CH2:16][CH2:17][O:18][C:19](=[O:41])[C@H:20](CCSC)NC(=O)C1C=CC(N)=CC=1C1C=CC=CC=1.ON1[C:50](=O)[C:49]2[CH:52]=[CH:53][CH:54]=[CH:55][C:48]=2N=N1.CN(C)[CH2:58][CH2:59][CH2:60][N:61]=C=NCC.[CH3:67]N(C=O)C>C(OCC)(=O)C>[CH3:43][Si:15]([CH3:14])([CH3:42])[CH2:16][CH2:17][O:18][C:19](=[O:41])[C:20]1[CH:58]=[CH:59][C:60]([NH:61][C:9]([C:8]2[CH:7]=[N:6][CH:5]=[CH:4][C:3]=2[C:2]([F:1])([F:13])[F:12])=[O:11])=[CH:67][C:50]=1[C:49]1[CH:52]=[CH:53][CH:54]=[CH:55][CH:48]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 5

HCID 6228DimethylformamideHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 730263-hydroxy-1,2,3-benzotriazin-4(3H)-oneHCID 27775493-Pyridinecarboxylic acid, 4-(trifluoromethyl)-HCID 67550574(4-Amino-2-phenylbenzoyl)methionine 2-trimethylsilylethyl ester

생성물 1

HCID 67550687
4-(4-Trifluoromethylpyrid-3-ylcarbonylamino)-2-phenylbenzoic acid 2-trimethylsilylethyl ester
수율 87%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 4-trifluoromethylnicotinic acid (472 mg, 2.46 mmol), the product of Example 283B (771 mg, 2.46 mmol), 3-hydroxy1,2,3-benzotriazin-4(3H)-one (481 mg, 2.95 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide (566 mg, 2.95 mmol) in DMF (8 mL) was stirred room temperature for 15 hours. The reaction mixture was diluted with ethyl acetate (100 mL), washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (30% ethyl acetate-hexane) to give the title compound (1.04 g, 87%).

후처리

  1. washwashed with water and brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by column chromatography (30% ethyl acetate-hexane)

출처 및 근거

ORD 기록
ord-c6cdba06c24b4b199e583239ce868c01
출처 데이터셋
uspto-grants-2004_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06693123B2

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