HCID 68542202, compound → HCID 44242204, compound

HRID 1446057Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([N:27]2[CH2:31][CH:30]([CH2:32][NH:33][C:34](=[O:36])[CH3:35])[O:29][C:28]2=[O:37])[CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([O:14][CH:15]2[CH2:20][O:19][C:18]3=[N:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][N:17]3[CH2:16]2)[CH:9]=1.BrC1C=CN=C(OC2COC3=NC([N+]([O-])=O)=CN3C2)C=1>>[F:1][C:2]1[CH:3]=[C:4]([N:27]2[CH2:31][C@H:30]([CH2:32][NH:33][C:34](=[O:36])[CH3:35])[O:29][C:28]2=[O:37])[CH:5]=[CH:6][C:7]=1[C:8]1[CH:13]=[CH:12][N:11]=[C:10]([O:14][C@@H:15]2[CH2:20][O:19][C:18]3=[N:21][C:22]([N+:24]([O-:26])=[O:25])=[CH:23][N:17]3[CH2:16]2)[CH:9]=1

Participants

Reactant 2

HCID 68542202HCID 68542202, compound

HCID 68545757HCID 68545757, compound

Product 1

HCID 44242204HCID 44242204, compound

Procedure

N-(3-{3-Fluoro-4-[2-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yloxy)-pyridin-4-yl]-phenyl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide. The title compound was prepared by following the same procedure as described in the preparation of Example 7, except 6-(4-bromo-pyridin-2-yloxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine was used in place of 6-(5-bromo-pyridin-2-yloxy)-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine. ESI MS m/z 513.3 (M+H+); 1H NMR (400 MHz, CDCl3) δ 8.17 (d, J=5.2 Hz, 1H), 7.57 (dd, J=13.2, 2.0 Hz, 1H), 7.46 (d, J=5.2 Hz, 1H), 7.43 (d, J=8.4 Hz, 1H), 7.29 (dd, J=9.2, 2.8 Hz, 1H), 7.17 (m, 1H), 6.94 (s, 1H), 6.07 (t, J=5.2 Hz, 1H), 5.78-5.79 (m, 1H), 4.85-4.82 (m, 2H), 4.55 (d, J=12.4 Hz, 1H), 4.40 (d, J=2.4 Hz, 2H), 3.82 (dd, J=8.8, 6.4 Hz, 1H), 3.72-3.63 (m, 2H), 2.03 (s, 3H).

Sources & evidence

ORD record: ord-4bb7ecd5b1bd4529a03e634a098f14ea
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07666864B2

Reaction notes

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