HCID 67034560, compound → HCID 178519145, compound

HRID 539088Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@H:9]1[CH2:13][O:12][C:11](=[O:14])[N:10]1[C:15]1[CH:20]=[CH:19][N:18]2[N:21]=[CH:22][C:23]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[N:34]=[CH:33][N:32](COCC[Si](C)(C)C)[N:31]=4)=[C:26]([F:43])[CH:25]=3)=[C:17]2[N:16]=1.FC1C=C(F)C=CC=1[C@@H]1COC(=O)N1C1C=CN2N=CC(C3C=CC(C4N(COCC[Si](C)(C)C)N=CN=4)=C(F)C=3)=C2N=1>>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@@H:9]1[CH2:13][O:12][C:11](=[O:14])[N:10]1[C:15]1[CH:20]=[CH:19][N:18]2[N:21]=[CH:22][C:23]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[N:34]=[CH:33][NH:32][N:31]=4)=[C:26]([F:43])[CH:25]=3)=[C:17]2[N:16]=1

Participants

Reactant 2

HCID 67034560HCID 67034560, compound

HCID 67034743HCID 67034743, compound

Product 1

HCID 178519145HCID 178519145, compoundYield 81%

Procedure

(R)-4-(2,4-difluorophenyl)-3-(3-(3-fluoro-4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (16 mg, 81%) was prepared by the procedure described in Example 1, Step 9, using a mixture of (R)-4-(2,4-difluorophenyl)-3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one and (R)-4-(2,4-difluorophenyl)-3-(3-(3-fluoro-4-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-1,2,4-triazol-5-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one. LCMS (APCI+) m/z 478.2 [M+H]+.

Sources & evidence

ORD record: ord-26e18b7cf7fc4ea7b45115ffbda13bfc
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865726B2

Reaction notes

Loading…