Ammonia → 2,3-d]Pyrimidin-5-yl]-5-oxidanyl-phenyl]methanesulfonamide

HRID 1052732Notizen

Reaktionsgleichung

[OH:1][C:2]1[CH:3]=[C:4]([NH:45][S:46]([CH3:49])(=[O:48])=[O:47])[CH:5]=[C:6]([C:8]2[C:16]3[C:15]([NH:17][C@H:18]([C:20]4[N:25]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[C:24](=[O:32])[C:23]5=[C:33]([CH3:36])[CH:34]=[CH:35][N:22]5[N:21]=4)[CH3:19])=[N:14][CH:13]=[N:12][C:11]=3[N:10](COCC[Si](C)(C)C)[CH:9]=2)[CH:7]=1.FC(F)(F)C(O)=O.N>>[OH:1][C:2]1[CH:3]=[C:4]([NH:45][S:46]([CH3:49])(=[O:47])=[O:48])[CH:5]=[C:6]([C:8]2[C:16]3[C:15]([NH:17][C@H:18]([C:20]4[N:25]([C:26]5[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=5)[C:24](=[O:32])[C:23]5=[C:33]([CH3:36])[CH:34]=[CH:35][N:22]5[N:21]=4)[CH3:19])=[N:14][CH:13]=[N:12][C:11]=3[NH:10][CH:9]=2)[CH:7]=1

Komponenten

Edukt 3

HCID 222Ammonia

HCID 6422Trifluoroacetic acid

HCID 131736181(S)-N-(3-Hydroxy-5-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide

Produkt 1

HCID 901023362,3-d]Pyrimidin-5-yl]-5-oxidanyl-phenyl]methanesulfonamideAusbeute 84,1 %

Versuchsvorschrift

(S)—N-(3-Hydroxy-5-(4-((1-(5-methyl-4-oxo-3-phenyl-3,4-dihydropyrrolo[2,1-f][1,2,4]triazin-2-yl)ethyl)amino)-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenyl)methanesulfonamide (40 mg, 0.05 mmol) was treated with trifluoroacetic acid (920 μl, 11.94 mmol) and a solution of ammonia (7N in methanol, 920 μl, 6.44 mmol) according to the method described in Example 27. The residue was purified using SP1® Purification System (0% to 6% dichloromethane-2-propanol) to obtain 24 mg (78% yield) of the title compound.

Aufarbeitung

customThe residue was purified
customSP1® Purification System (0% to 6% dichloromethane-2-propanol)

Quellen und Nachweise

ORD-Eintrag: ord-9192096f89f54c2ea7e75713852ac9d0
Quelldatensatz: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09388189B2

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