Trifluoroacetic acid → N-(4-Benzylbenzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide

HRID 1889675ノート

反応式

HRID 1889675 の反応式
C(O)(C(F)(F)F)=O.[BH4-].[Na+].[Cl:10][C:11]1[C:12]([OH:45])=[C:13]([S:18]([N:21]([CH2:37][C:38]2[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=2)[CH2:22][C:23]2[CH:28]=[CH:27][C:26]([CH:29](O)[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)=[CH:25][CH:24]=2)(=[O:20])=[O:19])[CH:14]=[C:15]([Cl:17])[CH:16]=1>C(Cl)Cl>[CH2:29]([C:26]1[CH:25]=[CH:24][C:23]([CH2:22][N:21]([CH2:37][C:38]2[CH:39]=[CH:40][C:41]([F:44])=[CH:42][CH:43]=2)[S:18]([C:13]2[CH:14]=[C:15]([Cl:17])[CH:16]=[C:11]([Cl:10])[C:12]=2[OH:45])(=[O:19])=[O:20])=[CH:28][CH:27]=1)[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

参加物

5

反応物 3

HCID 6422Trifluoroacetic acidHCID 4311764Sodium borohydrideHCID 585315993,5-Dichloro-N-(4-fluorobenzyl)-2-hydroxy-N-(4-(hydroxy(phenyl)methyl)benzyl)benzenesulfonamide

生成物 1

HCID 58531518N-(4-Benzylbenzyl)-3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxybenzenesulfonamide収率 62.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

To a solution of TFA (1 mL) at 0° C. was added sodium borohydride (14 mg, 0.037 mmol), followed by 3,5-dichloro-N-(4-fluorobenzyl)-2-hydroxy-N-(4-(hydroxy(phenyl)methyl)benzyl)benzenesulfonamide (10 mg, 0.018 mmol) in DCM (0.5 mL). The resulting mixture was stirred at 0° C. for 0.5 h. The solvent was removed and the residue was carefully quenched by the addition of MeOH. The mixture was purified by preparative HPLC to give the title compound (6 mg) as a white solid. MS (ESI): 530.1 (M+H)+.

後処理

  1. customThe solvent was removed
  2. customthe residue was carefully quenched by the addition of MeOH
  3. customThe mixture was purified by preparative HPLC

出典と根拠

ORDレコード
ord-6a4b92f394ee4be28b2732c7686f30bf
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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