Ethyl isocyanate → (S)-1-ethyl-3-(5-(7-methyl-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)thiazol-2-yl)urea

HRID 1626618Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626618
[CH3:1][N:2]1[CH2:11][CH2:10][C:9]2[C:8]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][C@@H:13]3[CH3:18])=[N:7][C:6]([C:19]3[S:23][C:22]([NH2:24])=[N:21][CH:20]=3)=[N:5][C:4]=2[CH2:3]1.[CH2:25]([N:27]=[C:28]=[O:29])[CH3:26]>>[CH2:25]([NH:27][C:28]([NH:24][C:22]1[S:23][C:19]([C:6]2[N:7]=[C:8]([N:12]3[CH2:17][CH2:16][O:15][CH2:14][C@@H:13]3[CH3:18])[C:9]3[CH2:10][CH2:11][N:2]([CH3:1])[CH2:3][C:4]=3[N:5]=2)=[CH:20][N:21]=1)=[O:29])[CH3:26]

Komponenten

3

Edukt 2

HCID 8022Ethyl isocyanateHCID 86663160(S)-5-(7-methyl-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)thiazol-2-amine

Produkt 1

HCID 86663161(S)-1-ethyl-3-(5-(7-methyl-4-(3-methylmorpholino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)thiazol-2-yl)ureaAusbeute 11 %

Versuchsvorschrift

The product from step 1 was treated as described for example 85 with ethyl isocyanate. The mixture was concentrated in vacuo and the material purified by prep HPLC at high and low pH, yielding the title compound (15.5 mg, 0.037 mmol, 11% over 2 steps).

Aufarbeitung

  1. concentrationThe mixture was concentrated in vacuo
  2. customthe material purified by prep HPLC at high and low pH

Quellen und Nachweise

ORD-Eintrag
ord-2f21ae71f13e46b9ad27e965921d8aab
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785457B2

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