Triethylamine → N-Cyclopropyl-N-piperidin-4-yl-3-(trifluoromethyl)benzenesulfonamide

HRID 1428952

반응식

HRID 1428952 반응식
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH:28]2[CH2:30][CH2:29]2)[S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:26])[F:25])[CH:19]=2)(=[O:17])=[O:16])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N1CCC(NC2CC2)CC1)C1C=CC=CC=1.C(N(CC)CC)C.FC(F)(F)C1C=C(S(Cl)(=O)=O)C=CC=1.C(=O)([O-])[O-].[K+].[K+]>ClCCl>[CH:28]1([N:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)[S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:27])([F:25])[F:26])[CH:19]=2)(=[O:16])=[O:17])[CH2:30][CH2:29]1.[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]([CH:28]2[CH2:30][CH2:29]2)[S:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([C:24]([F:25])([F:27])[F:26])[CH:19]=2)(=[O:16])=[O:17])[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 11430Potassium CarbonateHCID 27332503-(Trifluoromethyl)benzenesulfonyl chlorideHCID 27354811-Benzyl-N-cyclopropylpiperidin-4-amineHCID 4114155N-(1-benzylpiperidin-4-yl)-N-cyclopropyl-3-trifluoromethyl-benzenesulfonamide

생성물 2

HCID 2773944N-Cyclopropyl-N-piperidin-4-yl-3-(trifluoromethyl)benzenesulfonamideHCID 4114155N-(1-benzylpiperidin-4-yl)-N-cyclopropyl-3-trifluoromethyl-benzenesulfonamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-(1-Benzylpiperidin-4-yl)-N-cyclopropyl-3-trifluoromethyl-benzenesulfonamide: N-Benzyl-4-cyclopropylaminopiperidine (5.0 g, 21.71 mmol) and triethylamine (3.6 mL, 26.05 mmol) were dissolved in dichloromethane (DCM, 100 mL). 3-Trifluoromethylbenzenesulfonyl chloride (3.47 mL, 21.71 mmol) was added and the resulting reaction mixture was stirred overnight. The mixture then was poured into potassium carbonate solution (200 mL), extracted with ether (2×200 mL), dried (MgSO4), and concentrated in vacuum to give a crude product as a yellow gum, which was purified by column chromatography on silica gel (hexane/EtOAc, 2:1). The title compound N-(1-benzylpiperidin-4-yl)-N-cyclopropyl-3-trifluoromethyl-benzenesulfonamide was obtained (9 g, 95% yield) as a pale yellow gum. Rf=0.42 (UV detection).

후처리

  1. customthe resulting reaction mixture
  2. extractionextracted with ether (2×200 mL)
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuum
  5. customto give a crude product as a yellow gum, which
  6. customwas purified by column chromatography on silica gel (hexane/EtOAc, 2:1)

출처 및 근거

ORD 기록
ord-1f6641ea8fe248938efe7100e90267a5
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08937181B2

연결된 노트

불러오는 중…