HCID 89971286, compound → HCID 123994262, compound

HRID 1400780Notes

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

Participants

Conditions

Temperature: 95 °C

Procedure

To a solution of (2S)-methyl 2-(7-(4-(allyloxy)-4-methylpiperidin-1-yl)-2-(2′-chloro-6-fluoro-6′-((S)-pent-4-en-2-yloxy)-[1,1′-biphenyl]-3-yl)-5-methylpyrazolo[1,5-a]pyrimidin-6-yl)-2-(tert-butoxy)acetate (120 mg, 0.167 mmol, 1.0 equiv) in DCE (83 mL) was added Hoveyda-Grubbs Catalyst 2nd Generation (10.45 mg, 0.017 mmol, 0.1 equiv) and stirred for 2 h at 95° C. The solvent was evaporated and the residue was used as is. LCMS (M+1)=687.3.

Workup

customThe solvent was evaporated

Sources & evidence

ORD record: ord-f29fc9d0f0414335a15c7d830a61c693
Source dataset: uspto-grants-2014_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08906929B2

Reaction notes

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