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Pyridine-3-sulfonyl chloride hydrochloride → HCID 58477224, 화합물

HRID 876527
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HRID 876527 반응식
Cl.[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([S:8](Cl)(=[O:10])=[O:9])[CH:3]=1.[NH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:22]=1[O:21][C:20]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[C:29]([F:32])([F:31])[F:30])=[CH:19][C:18]2=[O:33]>N1C=CC=CC=1>[O:33]=[C:18]1[C:17]2[C:22](=[C:13]([NH:12][S:8]([C:4]3[CH:3]=[N:2][CH:7]=[CH:6][CH:5]=3)(=[O:10])=[O:9])[CH:14]=[CH:15][CH:16]=2)[O:21][C:20]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[C:29]([F:32])([F:30])[F:31])=[CH:19]1
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참가 물질

4

반응물 2

HCID 12571517Pyridine-3-sulfonyl chloride hydrochlorideHCID 58477328HCID 58477328, 화합물

생성물 1

HCID 58477224HCID 58477224, 화합물수율 31.4%

시약·촉매·용매 1

HCID 1049Pyridine용매

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온도
80 °C

실험 절차

Pyridine-3-sulfonyl chloride hydrochloride 12 (280 mg, 1.3 mmol) was added to a solution of 8-amino-2-(2-(trifluoromethyl)phenyl)-4H-chromen-4-one 11 (100 mg, 0.328 mmol) in pyridine (5 mL). The reaction mixture was heated at 80° C. for 12 h. The pyridine was removed en vacuo. The residue was taken up in CH2Cl2, washed with sat. aq NaHCO3, dried (MgSO4) and concentrated. The crude residue was purified by MPLC eluting with CH2Cl2/MeOH (0-10%) followed by recrystallization from CH3CN to give Compound 326 (46 mg, 31% yield). MS (ESI) calcd for C21H13F3N2O4S: 446.1. found: 447 [M+H].

후처리

  1. customThe pyridine was removed en vacuo
  2. washwashed with sat. aq NaHCO3
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude residue was purified by MPLC
  6. washeluting with CH2Cl2/MeOH (0-10%)
  7. customfollowed by recrystallization from CH3CN

출처 및 근거

ORD 기록
ord-045ee6f27d454752972e1fcf763b8c78
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08987258B2

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