Diisopropylethylamine → 3-(1-{[3-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)pentan-3-ol

HRID 1446280

Reaktionsgleichung

Reaktionsgleichung von HRID 1446280
Cl.[NH:2]1[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:13])([CH2:11][CH3:12])[CH2:9][CH3:10])[CH2:3]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F.C(N(C(C)C)C(C)C)C.[CH3:45][C:46]1[CH:51]=[CH:50][C:49]([C:52]2[C:56]([C:57](O)=[O:58])=[CH:55][O:54][N:53]=2)=[CH:48][CH:47]=1>CN(C=O)C>[CH3:45][C:46]1[CH:47]=[CH:48][C:49]([C:52]2[C:56]([C:57]([N:2]3[CH2:7][CH2:6][CH2:5][CH:4]([C:8]([OH:13])([CH2:11][CH3:12])[CH2:9][CH3:10])[CH2:3]3)=[O:58])=[CH:55][O:54][N:53]=2)=[CH:50][CH:51]=1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 588287973-(4-Methylphenyl)isoxazole-4-carboxylic acidHCID 686828543-Piperidin-3-ylpentan-3-ol hydrochloride

Produkt 1

HCID 591702563-(1-{[3-(4-Methylphenyl)isoxazol-4-yl]carbonyl}piperidin-3-yl)pentan-3-olAusbeute 57,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A solution of 3-piperidin-3-ylpentan-3-ol hydrochloride (8 mg, 0.039 mmol), TBTU (15 mg, 0.047 mmol, 1.2 equ.) and N-ethyl-N-isopropylpropan-2-amine (14 μL, 0.079 mmol, 2 equ.) in DMF (0.3 mL) was added to 3-(4-methylphenyl)isoxazole-4-carboxylic acid (8 mg, 0.039 mmol) and the reaction mixture was stirred at rt for 2 h. The solvent was evaporated and the crude product was purified by RP-HPLC. After evaporation of the solvents the product was dried in vacuum to yield the title compound (8 mg). MS (ESI, pos. ion) m/z calcd for C21H28N2O3: 356.2100, found 356.2098.

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe crude product was purified by RP-HPLC
  3. customAfter evaporation of the solvents the product
  4. customwas dried in vacuum

Quellen und Nachweise

ORD-Eintrag
ord-805c0cc4f2124280a73ae90a2e83eeab
Quelldatensatz
uspto-grants-2010_02
Patentnummer
US07666888B2

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