HCID 89971610, compound → HCID 123470660, compound

HRID 1400774Notes

Reaction equation

[CH2:1]([O:4][C:5]1([CH3:51])[CH2:10][CH2:9][N:8]([C:11]2[N:16]3[N:17]=[C:18]([C:20]4[CH:21]=[C:22]([C:27]5[C:32]([O:33][C@H:34]([CH2:36][CH:37]=C)[CH3:35])=[CH:31][CH:30]=[CH:29][C:28]=5[F:39])[C:23]([F:26])=[CH:24][CH:25]=4)[CH:19]=[C:15]3[N:14]=[C:13]([CH3:40])[C:12]=2[C@H:41]([O:46][C:47]([CH3:50])([CH3:49])[CH3:48])[C:42]([O:44][CH3:45])=[O:43])[CH2:7][CH2:6]1)[CH:2]=C>ClCCCl.CC1C=C(C)C(N2C(=[Ru](Cl)(Cl)=CC3C=CC=CC=3OC(C)C)N(C3C(C)=CC(C)=CC=3C)CC2)=C(C)C=1>[F:26][C:23]1[CH:24]=[CH:25][C:20]2[C:18]3[CH:19]=[C:15]4[N:14]=[C:13]([CH3:40])[C:12]([C@H:41]([O:46][C:47]([CH3:48])([CH3:50])[CH3:49])[C:42]([O:44][CH3:45])=[O:43])=[C:11]([N:8]5[CH2:7][CH2:6][C:5]([CH3:51])([O:4][CH2:1][CH:2]=[CH:37][CH2:36][C@H:34]([CH3:35])[O:33][C:32]6[C:27]([C:22]=1[CH:21]=2)=[C:28]([F:39])[CH:29]=[CH:30][CH:31]=6)[CH2:10][CH2:9]5)[N:16]4[N:17]=3

Participants

Conditions

Temperature: 90 °C

Procedure

To a solution of (2S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(2′,6-difluoro-6′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (100 mg, 0.142 mmol, 1.0 equiv) in DCE (70 mL) was added Hoveyda-Grubbs Catalyst 2nd Generation (8.92 mg, 0.014 mmol, 0.1 equiv) and stirred for 5 h at 90° C. Then, the solvent was evaporated and the residue was used in the next step without further purification. LCMS (M+1)=675.4.

Workup

customThen, the solvent was evaporated
customthe residue was used in the next step without further purification

Sources & evidence

ORD record: ord-2cace9cb0b444400adf2b3a218843348
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906929B2

Reaction notes

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