HCID 131727896, compound → HCID 68548526, compound

HRID 1446063Notes

Reaction equation

HRID 1446063 reaction equation
C([SiH2][O:6][C:7](C)(C)[CH:8]1[O:12][C:11](=[O:13])[N:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:25]=[CH:24][C:23]([CH2:26][O:27][CH:28]4[CH2:33][O:32][C:31]5=[N:34][C:35]([N+:37]([O-:39])=[O:38])=[CH:36][N:30]5[CH2:29]4)=[CH:22][CH:21]=3)=[C:16]([F:40])[CH:15]=2)[CH2:9]1)(C)(C)C.BrC1C=CC(N2C[C@@H](C(C)(C)O[SiH2]C(C)(C)C)OC2=O)=CC=1F>>[F:40][C:16]1[CH:15]=[C:14]([N:10]2[CH2:9][C@@H:8]([CH2:7][OH:6])[O:12][C:11]2=[O:13])[CH:19]=[CH:18][C:17]=1[C:20]1[CH:21]=[CH:22][C:23]([CH2:26][O:27][C@H:28]2[CH2:33][O:32][C:31]3=[N:34][C:35]([N+:37]([O-:39])=[O:38])=[CH:36][N:30]3[CH2:29]2)=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 131727896HCID 131727896, compoundHCID 131727897HCID 131727897, compound

Product 1

HCID 68548526HCID 68548526, compound

Procedure

5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-[2-fluoro-4′-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6-yloxymethyl)-biphenyl-4-yl]-oxazolidin-2-one. The title compound was prepared by following the same procedure as described in the preparation of Example 26, except 3-(4-bromo-3-fluoro-phenyl)-5(S)-(tert-butyl-dimethyl-silanyloxymethyl)-oxazolidin-2-one was used in place of N-[3-(3,5-difluoro-4-iodo-phenyl)-2-oxo-oxazolidin-5(R)-ylmethyl]-acetamide. ESI MS m/z 599.6 (M+H+); 1H NMR (400 MHz, DMSO) δ 8.00 (s, 1H), 7.56 (dd, J=13.6, 2.4 Hz, 1H), 7.52-7.47 (m, 3H), 7.40-7.35 (m, 3H), 5.71 (s, 2H), 4.77-4.74 (m, 1H), 4.67-4.62 (m, 3H), 4.43 (d, J=11.6 Hz, 1H), 4.24-4.20 (m, 2H), 4.11 (t, J=9.2 Hz, 1H), 3.84 (dd, J=11.6, 2.4 Hz, 1H), 3.79 (dd, J=9.2, 5.2 Hz, 1H), 3.71 (dd, J=11.6, 2.8 Hz, 1H), 0.74 (s, 9H), 0.002 (s, 3H), 0.000 (s, 3H).

Sources & evidence

ORD record
ord-cd3694b430a545d189f90fcf7ef4640e
Source dataset
uspto-grants-2010_02
Patent number
US07666864B2

Reaction notes

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