3,5-Dichloro-2-hydroxybenzenesulphonyl chloride → HCID 58531699, 화합물

HRID 1889704노트

반응식

HRID 1889704 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=3)[CH:9]=2)=[CH:4][CH:3]=1.[Cl:24][C:25]1[C:26]([OH:36])=[C:27]([S:32](Cl)(=[O:34])=[O:33])[CH:28]=[C:29]([Cl:31])[CH:30]=1>C1COCC1>[Cl:24][C:25]1[C:26]([OH:36])=[C:27]([S:32]([N:15]([CH2:14][C:10]2[CH:9]=[C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)[CH:13]=[CH:12][CH:11]=2)[CH2:16][C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)(=[O:34])=[O:33])[CH:28]=[C:29]([Cl:31])[CH:30]=1

참가 물질

4

반응물 2

HCID 900783,5-Dichloro-2-hydroxybenzenesulphonyl chlorideHCID 58531372HCID 58531372, 화합물

생성물 1

HCID 58531699HCID 58531699, 화합물수율 39%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 1-(4′-chlorobiphenyl-3-yl)-N-(4-fluorobenzyl)methanamine (70 mg, 0.22 mmol) in THF (4 mL) were added 3,5-dichloro-2-hydroxybenzenesulfonyl chloride (61.8 mg, 0.24 mmol) and TEA (0.08 mL, 0.54 mmol). The resulting mixture was stirred at rt for 1 h and concentrated in vacuo. The residue was dissolved in MeOH and purified by preparative HPLC. Fractions containing the desired product were combined, concentrated, and lyophilized to give the title compound (46 mg, 39%) as a glassy solid. 1H NMR (CD3OD) 7.59 (d, J=4.0 Hz, 1H), 7.43 (d, J=4.0 Hz, 1H), 7.36-7.35 (m, 5H), 7.22 (t, J=8.0 Hz, 1H), 7.16-7.09 (m, 5H), 7.05-7.03 (t, J=8.0 Hz, 1H), 6.90-6.85 (m, 2H), 4.46 (s, 2H), 4.41 (s, 2H). MS (ESI): 550.0 (M−H)−.

후처리

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in MeOH
  3. custompurified by preparative HPLC
  4. additionFractions containing the desired product
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4d523c7f4cbb469eb8f83efd88749722
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501992B2

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