Bromotrimethylsilane → HCID 178485575, Verbindung

HRID 2279887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2279887
[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:11])[NH:9][CH3:10])[C:5]([NH:12][C:13]2[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15]([NH:23][C:24]3[CH:34]=[CH:33][C:27]([CH2:28][CH2:29][PH:30](=[O:32])[O-:31])=[CH:26][C:25]=3[O:35][CH3:36])[N:14]=2)=[CH:4][CH:3]=1.Br[Si](C)(C)C>N1C=CC=CC=1>[Br:1][C:2]1[N:7]=[C:6]([C:8](=[O:11])[NH:9][CH3:10])[C:5]([NH:12][C:13]2[C:18]([C:19]([F:22])([F:20])[F:21])=[CH:17][N:16]=[C:15]([NH:23][C:24]3[CH:34]=[CH:33][C:27]([CH2:28][CH2:29][PH:30](=[O:31])[OH:32])=[CH:26][C:25]=3[O:35][CH3:36])[N:14]=2)=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 76113BromotrimethylsilaneHCID 178485574HCID 178485574, Verbindung2×

Produkt 1

HCID 178485575HCID 178485575, VerbindungAusbeute 79 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

(4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)methylphosphinate (Compound 61C, 130 mg, 0.215 mmol) in pyridine (10 mL) was charged with bromotrimethylsilane (0.171 mL, 1.29 mmol). The reaction mixture stirred at rt for 16 hrs. The reaction was concentrated in vacuo to solid to afford 100 mg of the title compound (79%). 1H NMR (400 MHz, CD3OD) δ 9.04 (br. s., 1H), 8.36 (s, 1H), 7.72 (br. s., 1H), 7.56 (d, J=8.8 Hz, 1H), 7.05 (s, 1H), 6.84-6.95 (m, 1H), 3.86 (s, 3H), 3.20 (d, J=17.7 Hz, 2H), 2.94 (s, 3H), 1.42 (s, 3H). MS (ESI): m/z=589.38/591.37 [M+H]+. UPLC: tR=1.19 min (UPLC-TOF: polar—2 min).

Aufarbeitung

  1. concentrationThe reaction was concentrated in vacuo to solid

Quellen und Nachweise

ORD-Eintrag
ord-942d2e2da3364bb4a0b3f689a91fff3a
Quelldatensatz
uspto-grants-2015_09
Patentnummer
US09133224B2

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