Reaktionsgleichung
[OH:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=O)[O:4][N:3]=1.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.CCN(C(C)C)C(C)C.[CH2:43]([O:45][C:46](=[O:68])[C@@:47]([OH:67])([CH3:66])[CH2:48][N:49]([CH2:51][C:52]1[CH:57]=[CH:56][C:55]([C:58]2[CH:63]=[C:62]([Cl:64])[CH:61]=[CH:60][C:59]=2[F:65])=[CH:54][CH:53]=1)[NH2:50])[CH3:44]>CN(C=O)C>[CH2:43]([O:45][C:46](=[O:68])[C@@:47]([OH:67])([CH3:66])[CH2:48][N:49]([CH2:51][C:52]1[CH:53]=[CH:54][C:55]([C:58]2[CH:63]=[C:62]([Cl:64])[CH:61]=[CH:60][C:59]=2[F:65])=[CH:56][CH:57]=1)[NH:50][C:7]([C:5]1[O:4][N:3]=[C:2]([OH:1])[CH:6]=1)=[O:9])[CH3:44]Komponenten
6
Edukt 4
HCID 81531Diisopropylethylamine
HCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)
HCID 68180853(R)-3-[N-(5'-chloro-2'-fluorobiphenyl-4-ylmethyl)-hydrazino]-2-hydroxy-2-methyl-propionic acid ethyl ester
HCID 178524642HCID 178524642, VerbindungProdukt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
3-Hydroxyisoxazole-5-carboxylic acid (132 mg, 1.0 mmol) and HATU (389 mg, 1.0 mmol) were combined in DMF (3.7 mL), and the resulting mixture was stirred for 10 minutes at room temperature. DIPEA (343 μL, 2.0 mmol) and (R)-3-[N-(5′-chloro-2′-fluorobiphenyl-4-ylmethyl)-hydrazino]-2-hydroxy-2-methyl-propionic acid ethyl ester (300 mg, 0.8 mmol) were added and the resulting mixture was stirred for 30 minutes. LC/MS showed desired product. The mixture was the evaporated under reduced pressure to yield the title compound (210 mg, 100% purity). MS m/z [M+H]+ calc'd for C23H23ClFN3O6, 492.13; Found 492.2.
Aufarbeitung
- stirringthe resulting mixture was stirred for 30 minutes
Quellen und Nachweise
- ORD-Eintrag
- ord-20559b04493d40869ff34498fb3bb43c
- Quelldatensatz
- uspto-grants-2014_09
- Patentnummer
- US08846913B2
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