Diisopropylethylamine → HCID 86686896, 화합물

HRID 2363834노트

반응식

HRID 2363834 반응식
C(N(C(C)C)CC)(C)C.FC(F)(F)C(O)=O.[CH3:17][O:18][C:19](=[O:38])[CH2:20][C:21]1[CH:30]=[C:29]([CH:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([F:37])[CH:27]=2)[CH:22]=1.[N:39]1[CH:44]=[CH:43][C:42]([S:45](Cl)(=[O:47])=[O:46])=[CH:41][CH:40]=1>C(Cl)Cl>[CH3:17][O:18][C:19](=[O:38])[CH2:20][C:21]1[CH:30]=[C:29]([CH:31]2[CH2:36][CH2:35][N:34]([S:45]([C:42]3[CH:43]=[CH:44][N:39]=[CH:40][CH:41]=3)(=[O:47])=[O:46])[CH2:33][CH2:32]2)[C:28]2[C:23](=[CH:24][CH:25]=[C:26]([F:37])[CH:27]=2)[CH:22]=1

참가 물질

5

반응물 3

HCID 81531DiisopropylethylamineHCID 11586382Pyridine-4-sulfonyl ChlorideHCID 86686887HCID 86686887, 화합물

생성물 1

HCID 86686896HCID 86686896, 화합물수율 42.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Diisopropylethylamine (0.3 mL, 1.7 mmol) was added at 0° C. to a solution of (6-fluoro-4-piperidin-4-yl-naphthalen-2-yl)-acetic acid methyl ester trifluoroacetate salt (which may be prepared as described above; 100 mg, 0.24 mmol) in CH2Cl2 (6 mL). The solution was stirred at room temperature for 30 min and then a solution of pyridine-4-sulfonyl chloride (which may be prepared as described above; 213 mg, 1.2 mmol) in CH2Cl2 (1 mL) was added. The mixture was stirred at room temperature for 16 h. The solvent was evaporated under reduced pressure. The residue was purified by chromatography on silica gel to give {6-fluoro-4-[1-(pyridine-4-sulfonyl)-piperidin-4-yl]-naphthalen-2-yl}-acetic acid methyl ester (45 mg, 42%) as an orange liquid. MS cald. for C23H24FN2O4S [(M+H)+]: 443, obsd. 443.4.

후처리

  1. stirringThe mixture was stirred at room temperature for 16 h
  2. customThe solvent was evaporated under reduced pressure
  3. customThe residue was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-1b442b2a60c34b54a9d345d4c8f8a8ed
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08691993B2

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