Benzylamine → HCID 19805433, Verbindung

HRID 631886

Reaktionsgleichung

Reaktionsgleichung von HRID 631886
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]([CH3:13])[C:5]=1[C:6]([OH:8])=O)([O-:3])=[O:2].[CH2:14]([NH2:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN1C(=O)CCC1.CCN(C(C)C)C(C)C.C(OCC)(=O)C>[CH2:14]([NH:21][C:6](=[O:8])[C:5]1[C:4]([N+:1]([O-:3])=[O:2])=[CH:12][CH:11]=[CH:10][C:9]=1[CH3:13])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

7

Edukt 3

HCID 7504BenzylamineHCID 160976-Methyl-2-nitrobenzoic acidHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)

Produkt 1

HCID 19805433HCID 19805433, VerbindungAusbeute 75,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 8857Ethyl AcetateLösungsmittelHCID 13387N-methyl-2-pyrrolidoneLösungsmittelHCID 81531DiisopropylethylamineLösungsmittel

Versuchsvorschrift

2-Nitro-6-methylbenzoic acid (0.91 g) and benzylamine (0.53 g) were dissolved in NMP (5 mL) and DIPEA (3 mL). HATU (1.9 g) was added and the mixture was stirred for 1 hour. The reaction mixture was diluted with ethyl acetate and washed with 1N hydrochloric acid, saturated aqueous sodium bicarbonate and then brine. The organic solution was dried with magnesium sulfate, filtered and the solvent was removed under vacuum to give a light brown oil (1.01 g) that crystallized on standing.

Aufarbeitung

  1. washwashed with 1N hydrochloric acid, saturated aqueous sodium bicarbonate
  2. dry with materialThe organic solution was dried with magnesium sulfate
  3. filtrationfiltered
  4. customthe solvent was removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-1218be025e15465492c80ea8cb1c6832
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09321740B2

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