Diisopropylethylamine → tert-butyl-N-{1-[(6-amino-4-chloropyridin-2-yl)carbamoyl]ethyl}carbamate

HRID 1772164

Reaktionsgleichung

Reaktionsgleichung von HRID 1772164
CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.[C:25]([O:29][C:30]([NH:32][CH:33]([CH3:37])[C:34]([OH:36])=O)=[O:31])([CH3:28])([CH3:27])[CH3:26].[Cl:38][C:39]1[CH:44]=[C:43]([NH2:45])[N:42]=[C:41]([NH2:46])[CH:40]=1.CCN(C(C)C)C(C)C>CN1C(=O)CCC1>[C:25]([O:29][C:30](=[O:31])[NH:32][CH:33]([C:34](=[O:36])[NH:46][C:41]1[CH:40]=[C:39]([Cl:38])[CH:44]=[C:43]([NH2:45])[N:42]=1)[CH3:37])([CH3:26])([CH3:27])[CH3:28]

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 2378474-Chloropyridine-2,6-diamineHCID 2684712-N-Boc-aminopropionic 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 117903116tert-butyl-N-{1-[(6-amino-4-chloropyridin-2-yl)carbamoyl]ethyl}carbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Versuchsvorschrift

HATU (2.7 g, 7.1 mmol) is added to a mixture of 2-{[(tert-butoxy)carbonyl]amino}-propanoic acid (850 mg, 4.5 mmol), 4-chloropyridine-2,6-diamine (1 g, 7.0 mmol), DIPEA (4.6 ml, 26.5 mmol) and NMP (7 ml) and the mixture is stirred at RT for 18 h. The mixture is concentrated in vacuo and the product purified by RP HPLC. Yield: 770 mg (55%). HPLC-MS: M+H=315 (Method—2).

Aufarbeitung

  1. concentrationThe mixture is concentrated in vacuo
  2. customthe product purified by RP HPLC

Quellen und Nachweise

ORD-Eintrag
ord-84646cea1bb54e5da6bbe6b6fb421cdc
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09249151B2

Verknüpfte Notizen

Wird geladen…