Nitrogen → HCID 69429206、化合物

HRID 1269459ノート

反応式

HRID 1269459 の反応式
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15](=[O:35])[NH:16][CH:17]1[C:26]2[C:21](=[CH:22][C:23](OS(C(F)(F)F)(=O)=O)=[CH:24][CH:25]=2)[CH2:20][CH2:19][CH2:18]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].N#N.C([O-])([O-])=O.[K+].[K+].[CH2:44]([N:47]1[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]1)[CH:45]=[CH2:46]>CC#N.O.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2]>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]1[CH2:14][C:15](=[O:35])[NH:16][CH:17]1[C:26]2[C:21](=[CH:22][C:23]([C:45]([CH2:44][N:47]3[CH2:52][CH2:51][CH2:50][CH2:49][CH2:48]3)=[CH2:46])=[CH:24][CH:25]=2)[CH2:20][CH2:19][CH2:18]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

参加物

9

反応物 4

HCID 947NitrogenHCID 11430Potassium CarbonateHCID 1397561-(Prop-2-en-1-yl)piperidineHCID 72440627HCID 72440627、化合物

生成物 1

HCID 69429206HCID 69429206、化合物

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)触媒HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

A solution of 2-[(6-trifluoromethanesulfonyloxy-1,2,3,4-tetrahydro-naphthalen-1-ylcarbamoyl)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (624 mg, 1.19 mmol) in CH3CN (6 mL) was purged with N2, and then added palladium(II)acetate (Strem Chemicals, 20 mg, 0.09 mmol), 1,1′-bis(diphenylphosphino)ferrocene (Aldrich, 211 mg, 0.38 mmol), K2CO3 (Aldrich, 299 mg, 2.16 mmol) and 1-allylpiperidine (Lancaster, 904 mg, 7.22 mmol). The mixture was heated to 80° C. overnight, cooled to RT, diluted with water (10 mL), and extracted with ether. The organic solution was dried over Na2SO4, filtered and concentrated in vacuo. The crude was purified by silica gel chromatography (26% EtOAc-Hexane) to provide the title compound. MS (ESI): 496 (M+H)+.

後処理

  1. temperaturecooled to RT
  2. extractionextracted with ether
  3. dry with materialThe organic solution was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe crude was purified by silica gel chromatography (26% EtOAc-Hexane)

出典と根拠

ORDレコード
ord-dc6d079b25d94c658edcd0a131ed3867
出典データセット
uspto-grants-2007_04
特許番号
US07199244B2

反応ノート

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