Potassium Carbonate → HCID 86670955、化合物

HRID 515318ノート

反応式

HRID 515318 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 86670955HCID 86670955、化合物収率 62.1%

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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]+

後処理

  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)

出典と根拠

ORDレコード
ord-ccf26deccabd462db773adad07d842ae
出典データセット
uspto-grants-2015_08
特許番号
US09108939B2

反応ノート

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