3,5-Dichloro-2-hydroxybenzenesulphonyl chloride → HCID 58531699、化合物

HRID 1889704ノート

反応式

HRID 1889704 の反応式
[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

参加物

4

反応物 2

HCID 900783,5-Dichloro-2-hydroxybenzenesulphonyl chlorideHCID 58531372HCID 58531372、化合物

生成物 1

HCID 58531699HCID 58531699、化合物収率 39%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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)−.

後処理

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

出典と根拠

ORDレコード
ord-4d523c7f4cbb469eb8f83efd88749722
出典データセット
uspto-grants-2013_08
特許番号
US08501992B2

反応ノート

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