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

HRID 1889675노트

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HRID 1889675 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
0 °C

실험 절차

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)+.

후처리

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

출처 및 근거

ORD 기록
ord-6a4b92f394ee4be28b2732c7686f30bf
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08501992B2

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