Potassium Carbonate → HCID 86670955, 화합물

HRID 515318노트

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HRID 515318 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([S:7][C:8]2[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.Br[CH2:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]([OH:32])([C:28]([F:31])([F:30])[F:29])[C:24]([F:27])([F:26])[F:25])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[NH2:12][C:11]1[CH:13]=[CH:14][C:8]([S:7][CH:4]2[CH2:3][CH2:2][N:1]([CH2:16][C:17]3[CH:18]=[CH:19][C:20]([C:23]([OH:32])([C:24]([F:25])([F:26])[F:27])[C:28]([F:29])([F:30])[F:31])=[CH:21][CH:22]=3)[CH2:6][CH2:5]2)=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-olHCID 61684683HCID 61684683, 화합물

생성물 1

HCID 86670955HCID 86670955, 화합물수율 62.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4-(Piperidin-4-ylthio)aniline (6.69 mmol, 1.3946 g), 2-(4-(bromomethyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (6.69 mmol, 2.256 g), and potassium carbonate (13.39 mmol, 1.850 g) were combined in acetonitrile (20 mL) and the reaction mixture stirred at room temperature for 1 hour. The reaction mixture was concentrated under vacuum, and partitioned between dichloromethane and water. The organic layer was separated, dried, and concentrated under vacuum. The residue was purified by silica column chromatography (eluting with 2.5-5% methanol/dichloromethane gradient) to afford the title compound (1.93 g). MS m/z 465.0 [M+H]+

후처리

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. custompartitioned between dichloromethane and water
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated under vacuum
  6. customThe residue was purified by silica column chromatography (eluting with 2.5-5% methanol/dichloromethane gradient)

출처 및 근거

ORD 기록
ord-ccf26deccabd462db773adad07d842ae
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09108939B2

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