HCID 131727899, compound → HCID 68549649, compound

HRID 1446065Notes

Reaction equation

C([SiH2]OC([C@H:10]1[CH2:14][O:13][C:12](=[O:15])[N:11]1[C:16]1[CH:21]=[CH:20][C:19]([C:22]2[CH:23]=[N:24][C:25]([O:28][C@@H:29]3[CH2:34][O:33][C:32]4=[N:35][C:36]([N+:38]([O-:40])=[O:39])=[CH:37][N:31]4[CH2:30]3)=[N:26][CH:27]=2)=[C:18]([F:41])[CH:17]=1)(C)C)(C)(C)C.C([SiH2][O:47][C:48](C)(C)[C@@H]1OC(=O)N(C2C=CC(B3OC(C)(C)C(C)(C)O3)=C(F)C=2)C1)(C)(C)C>>[F:41][C:18]1[CH:17]=[C:16]([N:11]2[CH2:10][C@@H:14]([CH2:48][OH:47])[O:13][C:12]2=[O:15])[CH:21]=[CH:20][C:19]=1[C:22]1[CH:23]=[N:24][C:25]([O:28][C@H:29]2[CH2:34][O:33][C:32]3=[N:35][C:36]([N+:38]([O-:40])=[O:39])=[CH:37][N:31]3[CH2:30]2)=[N:26][CH:27]=1

Participants

Reactant 2

HCID 131727899HCID 131727899, compound

HCID 131727900HCID 131727900, compound

Product 1

HCID 68549649HCID 68549649, compound

Procedure

5 (R)-(tert-Butyl-dimethyl-silanyloxymethyl)-3-{3-fluoro-4-[2-(2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazin-6(S)-yloxy)-pyrimidin-5-yl]-phenyl}-oxazolidin-2-one. The title compound was prepared by following the same procedure as described in the preparation of Example 8, except 5(R)-(tert-butyl-dimethyl-silanyloxymethyl)-3-[3-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-oxazolidin-2-one was used in place of N-{3-[3-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-2-oxo-oxazolidin-5(S)-ylmethyl}-acetamide. ESI MS m/z 587 (M+H+).

Sources & evidence

ORD record: ord-cff1436ade07407797d04f671b88ca9e
Source dataset: uspto-grants-2010_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07666864B2

Reaction notes

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