Nitrogen → HCID 69429206, 화합물

HRID 1269459노트

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HRID 1269459 반응식
[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]

참가 물질

9

반응물 4

HCID 947NitrogenHCID 11430Potassium CarbonateHCID 1397561-(Prop-2-en-1-yl)piperidineHCID 72440627HCID 72440627, 화합물

생성물 1

HCID 69429206HCID 69429206, 화합물

시약·촉매·용매 4

HCID 167845palladium(II) acetate촉매HCID 635956Ferrocene-1,1'-bis-(diphenylphosphine)촉매HCID 962Water용매HCID 6342Acetonitrile용매

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온도
80 °C

실험 절차

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)+.

후처리

  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)

출처 및 근거

ORD 기록
ord-dc6d079b25d94c658edcd0a131ed3867
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199244B2

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