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Methylamine → HCID 44227724, Verbindung

HRID 1914560
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1914560
[CH3:1][C:2]1([CH3:21])[CH2:8][CH2:7][CH2:6][N:5]([C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:17]=[N:18][NH:19][CH:20]=3)[S:13][CH:12]=2)=[O:10])[CH2:4][CH2:3]1.[CH3:22][CH2:23][N:24]([CH:28](C)C)C(C)C.CN.CN(C([O:40]N1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>C1COCC1.O>[CH3:1][C:2]1([CH3:21])[CH2:8][CH2:7][CH2:6][N:5]([C:9]([C:11]2[CH:15]=[C:14]([C:16]3[CH:17]=[N:18][N:19]([CH2:22][C:23]([NH:24][CH3:28])=[O:40])[CH:20]=3)[S:13][CH:12]=2)=[O:10])[CH2:4][CH2:3]1
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Komponenten

7

Edukt 4

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 44224458HCID 44224458, Verbindung

Produkt 1

HCID 44227724HCID 44227724, VerbindungAusbeute 55,3 %

Reagenzien, Katalysatoren, Lösungsmittel

2
HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(4,4-Dimethyl-azepan-1-yl)-[5-(1H-pyrazol-4-yl)-thiophen-3-yl]-methanone (0.052 g, 0.14 mmol) was dissolved in THF (1 mL) and DIPEA (32 μL, 0.19 mmol) and methylamine (2 M in THF, 94 μL, 0.19 mmol) were added followed by HATU (0.066 g, 0.17 mmol). The reaction mixture was stirred at room temperature for 2 hours and then diluted with water and extracted with DCM (×3). The organic solution was dried over sodium sulfate, filtered and the solvent evaporated. The residue was purified by HPLC, eluting with 10%-98% acetonitrile in water (0.1% formic acid) over 20 minutes. The fractions containing the desired product were freeze-dried to give the title compound as a white solid (0.029 g). LCMS m/z 375.29 [M+H]+ R.T.=8.49 min (Analytical Method 2).

Aufarbeitung

  1. extractionextracted with DCM (×3)
  2. dry with materialThe organic solution was dried over sodium sulfate
  3. filtrationfiltered
  4. customthe solvent evaporated
  5. customThe residue was purified by HPLC
  6. washeluting with 10%-98% acetonitrile in water (0.1% formic acid) over 20 minutes
  7. additionThe fractions containing the desired product
  8. customwere freeze-dried

Quellen und Nachweise

ORD-Eintrag
ord-656534e481bb4ec5ab71b160a1bcf287
Quelldatensatz
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08614209B2

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