Methyl chloroformate → HCID 69584765, Verbindung

HRID 1582348Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1582348
O1C=CC(NC[C@@H:8]2[O:12][C:11](=[O:13])N(C3C=CC(N4CC[C@H](NC(=O)C)C4)=C(F)C=3)C2)=N1.Cl.[NH2:31][C@H:32]1[CH2:36][CH2:35][N:34]([C:37]2[CH:42]=[CH:41][C:40]([N:43]3[CH2:47][C@H:46]([CH2:48][N:49]([C:58]4[CH:62]=[CH:61][O:60][N:59]=4)C(OCC(Cl)(Cl)Cl)=O)[O:45][C:44]3=[O:63])=[CH:39][C:38]=2[F:64])[CH2:33]1.ClC(OC)=O>>[CH3:8][O:12][C:11]([NH:31][C@H:32]1[CH2:36][CH2:35][N:34]([C:37]2[CH:42]=[CH:41][C:40]([N:43]3[CH2:47][C@H:46]([CH2:48][NH:49][C:58]4[CH:62]=[CH:61][O:60][N:59]=4)[O:45][C:44]3=[O:63])=[CH:39][C:38]=2[F:64])[CH2:33]1)=[O:13]

Komponenten

4

Edukt 3

HCID 6586Methyl chloroformateHCID 207257105(S)-Isoxazol-3-ylaminomethyl-3-(4-(3(S)-acetamidopyrrolidin-1-yl)-3-fluorophenyl)oxazolidin-2-oneHCID 69584925HCID 69584925, Verbindung

Produkt 1

HCID 69584765HCID 69584765, Verbindung

Versuchsvorschrift

Using essentially the method for the intermediate of Example 12, starting from 3-(4-(3(S) -aminopyrrolidin-1-yl)-3-fluorophenyl)-5(R)-(N-(2,2,2-trichloroethyloxycarbonyl)isoxazol-3-ylaminomethyl)oxazolidin-2-one hydrochloride salt (360 mg, 0.63 mM) and methyl chloroformate gave the desired product (280 mg ). NMR (DMSO-d6) δ: 1.84 (hextet, 1H); 2.13 (hextet, 1H); 3.15 (m, 1H); 3.35 (m overlapped by H2O, ˜2H); 3.55 (s overlapping m, 4H); 3.84 (dd, 1H); 4.13 (overlapping m, 3H); 4.36 (dd, 1H); 4.98 (d, 1H); 5.04 (m, 1H); 5.08 (d, 1H); 6.73 (t, 1H); 6.89 (d, 1H); 7.08 (dd, 1H); 7.35 (dd, 1H); 7.43 (br, 1H); 8.93 (d, 1H). MS (ESP): 594 (MH+) for C22H23Cl3FN5O7

Quellen und Nachweise

ORD-Eintrag
ord-60a143d5cda149cca0eae84845b44642
Quelldatensatz
uspto-grants-2004_05
Patentnummer
US06734200B1

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