Ethyl isocyanate → (S)-ethyl-2-(4-(3-ethylureido)-3-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate

HRID 1626614Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626614
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][C@@H:23]3[CH3:28])[C:11]3[CH2:16][N:15]([C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:14][C:12]=3[N:13]=2)=[CH:4][C:3]=1[F:29].[CH2:30]([N:32]=[C:33]=[O:34])[CH3:31]>>[CH2:20]([O:19][C:17]([N:15]1[CH2:16][C:11]2[C:10]([N:22]3[CH2:27][CH2:26][O:25][CH2:24][C@@H:23]3[CH3:28])=[N:9][C:8]([C:5]3[CH:6]=[CH:7][C:2]([NH:1][C:33]([NH:32][CH2:30][CH3:31])=[O:34])=[C:3]([F:29])[CH:4]=3)=[N:13][C:12]=2[CH2:14]1)=[O:18])[CH3:21]

Komponenten

3

Edukt 2

HCID 8022Ethyl isocyanateHCID 66679065(S)-ethyl 2-(4-amino-3-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate2×

Produkt 1

HCID 66679183(S)-ethyl-2-(4-(3-ethylureido)-3-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylateAusbeute 22 %

Versuchsvorschrift

Method as described for example 85 using (S)-ethyl 2-(4-amino-3-fluorophenyl)-4-(3-methylmorpholino)-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate (intermediate 19) and ethyl isocyanate as starting materials. The solvent was removed in vacuo and the residue purified by prep HPLC (high pH) yielding the title compound (10 mg, 0.021 mmol, 22%).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by prep HPLC (high pH)

Quellen und Nachweise

ORD-Eintrag
ord-06d8c94e422d4a72a249851394fc32a1
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785457B2

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