Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 68585126, 화합물

HRID 17507노트

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HRID 17507 반응식
[C:1]1([C:6]([O:8][C:9]2[C:10]([F:25])=[C:11]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:12]([CH3:18])=[C:13]([C:16]#[N:17])[C:14]=2[NH2:15])=O)[CH2:5][CH2:4][CH2:3][CH:2]=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C1(C)C(C)=CC=CC=1>[C:1]1([C:6]2[O:8][C:9]3[C:14](=[C:13]([C:16]#[N:17])[C:12]([CH3:18])=[C:11]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[C:10]=3[F:25])[N:15]=2)[CH2:5][CH2:4][CH2:3][CH:2]=1

참가 물질

4

반응물 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 866308604-Amino-5-cyano-2-fluoro-6-methylbiphenyl-3-yl cyclopentenecarboxylate

생성물 1

HCID 68585126HCID 68585126, 화합물수율 87%

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

4-Amino-5-cyano-2-fluoro-6-methylbiphenyl-3-yl cyclopentenecarboxylate (I-213) (180 mg, 0.54 mmol) was dissolved in xylene (50 ml), pyridinium p-toluenesulfonate (50 mg) was added, followed by heating under reflux for 5 hours. After cooling to room temperature, the solvent was evaporated away under reduced pressure. The resulting residue was diluted with ethyl acetate, and washed with saturated brine. The obtained organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated away under reduced pressure. The resulting residue was subjected to silica gel column chromatography, and eluted with a mixed solvent of n-hexane/ethyl acetate (4:1, v/v) to obtain the entitled compound (148 mg, 87%) as a white crystal.

후처리

  1. temperatureby heating
  2. temperatureunder reflux for 5 hours
  3. customthe solvent was evaporated away under reduced pressure
  4. additionThe resulting residue was diluted with ethyl acetate
  5. washwashed with saturated brine
  6. dry with materialThe obtained organic layer was dried over anhydrous sodium sulfate
  7. customthe solvent was evaporated away under reduced pressure
  8. washeluted with a mixed solvent of n-hexane/ethyl acetate (4:1

출처 및 근거

ORD 기록
ord-cd068948037a46c1a9ace3ee6761f9ff
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07737166B2

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