HCID 67033489, compound → HCID 178421597, compound

HRID 539090Notes

Reaction equation

[F:1][C:2]1[CH:3]=[C:4]([C:21]2[CH:22]=[N:23][N:24]3[CH:29]=[CH:28][C:27]([N:30]4[C@@:34]([CH3:41])([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)[CH2:33][O:32][C:31]4=[O:42])=[N:26][C:25]=23)[CH:5]=[CH:6][C:7]=1[C:8]1[N:12]=[CH:11][N:10](COCC[Si](C)(C)C)[N:9]=1.FC1C=C(C2C=NN3C=CC(N4[C@@](C)(C5C=CC=CC=5)COC4=O)=NC=23)C=CC=1C1N(COCC[Si](C)(C)C)N=CN=1>>[F:1][C:2]1[CH:3]=[C:4]([C:21]2[CH:22]=[N:23][N:24]3[CH:29]=[CH:28][C:27]([N:30]4[C@@:34]([CH3:41])([C:35]5[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=5)[CH2:33][O:32][C:31]4=[O:42])=[N:26][C:25]=23)[CH:5]=[CH:6][C:7]=1[C:8]1[N:12]=[CH:11][NH:10][N:9]=1

Participants

Reactant 2

HCID 67033489HCID 67033489, compound

HCID 67036311HCID 67036311, compound

Product 1

HCID 178421597HCID 178421597, compoundYield 75%

Procedure

(S)-3-(3-(3-fluoro-4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)-4-methyl-4-phenyloxazolidin-2-one (17 mg, 75%) was prepared by the procedure described in Example 1, Step 9, using a mixture of (S)-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)-4-methyl-4-phenyloxazolidin-2-one and (S)-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)-4-methyl-4-phenyloxa-zolidin-2-one. LCMS (APCI+) m/z 456.2 [M+H]+.

Sources & evidence

ORD record: ord-69c483807f8144b4a0a4c94ee2849543
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865726B2

Reaction notes

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