HCID 67033220, compound → HCID 178519136, compound

HRID 539084Notes

Reaction equation

[CH:1]1([C@H:6]2[CH2:10][O:9][C:8](=[O:11])[N:7]2[C:12]2[CH:17]=[CH:16][N:15]3[N:18]=[CH:19][C:20]([C:21]4[CH:26]=[CH:25][C:24]([C:27]5[N:31]=[CH:30][N:29](COCC[Si](C)(C)C)[N:28]=5)=[C:23]([F:40])[CH:22]=4)=[C:14]3[N:13]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.C1([C@H]2COC(=O)N2C2C=CN3N=CC(C4C=CC(C5N(COCC[Si](C)(C)C)N=CN=5)=C(F)C=4)=C3N=2)CCCC1>>[CH:1]1([C@H:6]2[CH2:10][O:9][C:8](=[O:11])[N:7]2[C:12]2[CH:17]=[CH:16][N:15]3[N:18]=[CH:19][C:20]([C:21]4[CH:26]=[CH:25][C:24]([C:27]5[N:31]=[CH:30][NH:29][N:28]=5)=[C:23]([F:40])[CH:22]=4)=[C:14]3[N:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

Reactant 2

HCID 67033220HCID 67033220, compound

HCID 67033469HCID 67033469, compound

Product 1

HCID 178519136HCID 178519136, compoundYield 50%

Procedure

(S)-4-cyclopentyl-3-(3-(3-fluoro-4-(1H-1,2,4-triazol-3-yl)phenyl)pyrazolo[1,5-a]pyrimidin-5-yl)oxazolidin-2-one (10 mg, 50%) was prepared by the procedure described in Example 1, Step 9, using a mixture of (S)-4-cyclopentyl-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 (S)-4-cyclopentyl-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 434.6 [M+H]+.

Sources & evidence

ORD record: ord-7a57c3b77d5a462d81a37164e2dd8a53
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08865726B2

Reaction notes

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