Piperidine → N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide

HRID 1827577노트

반응식

HRID 1827577 반응식
[Cl:1][C:2]1[CH:31]=[C:30]([OH:32])[CH:29]=[CH:28][C:3]=1[CH2:4][N:5]([C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH:26]=O)=[CH:20][CH:19]=1)[S:6]([C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH3:16])=[CH:11][C:10]=1[CH3:17])(=[O:8])=[O:7].[NH:33]1[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].C(=O)(O)[O-].[Na+]>C(Cl)Cl>[Cl:1][C:2]1[CH:31]=[C:30]([OH:32])[CH:29]=[CH:28][C:3]=1[CH2:4][N:5]([C:18]1[CH:19]=[CH:20][C:21]([CH2:24][CH2:25][CH2:26][N:33]2[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]2)=[CH:22][CH:23]=1)[S:6]([C:9]1[C:10]([CH3:17])=[CH:11][C:12]([CH3:16])=[CH:13][C:14]=1[CH3:15])(=[O:7])=[O:8]

참가 물질

6

반응물 4

HCID 8082PiperidineHCID 516892Sodium BicarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 22137388N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide

생성물 1

HCID 22137290N-(2-Chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-piperidin-1-yl-propyl)-phenyl]-benzenesulfonamide수율 120.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-(2-chloro-4-hydroxy-benzyl)-2,4,6-trimethyl-N-[4-(3-oxo-propyl)-phenyl]-benzenesulfonamide (0.040 g, 0.08 mmol) in 0.5 mL methylene chloride was added piperidine (0.009 g, 0.11 mmol) and NaB(OAc)3H (0.034 g, 0.16 mmol). The reaction mixture was stirred at room temperature for 24 hr. Saturated aqueous sodium bicarbonate was added and the aqueous solution was washed with methylene chloride. The organic layer was dried (magnesium sulfate) and concentrated. Medium pressure silica gel chromatography (10% methanol/methylene chloride) afforded 0.052 g of the title compound. MS 541.1 (M+1)+

후처리

  1. washthe aqueous solution was washed with methylene chloride
  2. dry with materialThe organic layer was dried (magnesium sulfate)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-73c52ad6c1ca428994d933a807519ce9
출처 데이터셋
uspto-grants-2006_05
특허 번호
US07053212B2

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