Potassium Carbonate → 1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate

HRID 564563

反応式

HRID 564563 の反応式
Br[C:2]1[CH:3]=[C:4]([CH:8]=[C:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)[CH:5]=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].O1[CH2:33][CH2:32]OCC1>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[C:11]([C:10]1[CH:9]=[C:8]([C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([CH:8]=[C:9]3[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]3)[CH:3]=2)[CH:4]=[CH:32][CH:33]=1)#[N:12]

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 312751,4-DioxaneHCID 57813409Tert-butyl 4-(3-bromobenzylidene)piperidine-1-carboxylate

生成物 1

HCID 670058691,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate収率 86%

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

反応条件

温度
130 °C

実験手順

To 1,1-dimethylethyl 4-[(3-bromophenyl)methylidene]-1-piperidinecarboxylate (2.11 g, 5.99 mmol) in 1,4-dioxane (30 mL) and water (10.00 mL) was added m-NC(C6H4)B(OH)2 (1.056 g, 7.19 mmol), Pd(Ph3P)4 0.277 g, 0.240 mmol), and K2CO3 (2.483 g, 17.97 mmol). The resultant mixture was split into two equal portions and each portion was heated in a microwave at 130° C. for 15 min. The reaction mixture was concentrated by Glas-Col evaporator and purified with CombiFlash chromatograph to afford the title compound (1.93 g, 86%). LC-MS m/z 749 (2M+H)+.

後処理

  1. customThe resultant mixture was split into two equal portions
  2. concentrationThe reaction mixture was concentrated by Glas-Col evaporator
  3. custompurified with CombiFlash chromatograph

出典と根拠

ORDレコード
ord-30601844cad54c518aefb18ae3cfb373
出典データセット
uspto-grants-2011_11
特許番号
US08067408B2

関連ノート

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