HCID 86707520, compound → HCID 86707523, compound

HRID 339026Notes

Reaction equation

Br[C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([C:13]3[N:17]4[CH:18]=[C:19]([C@@H:22]([N:27]5[CH2:31][CH2:30][C@H:29]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:38])([CH3:37])[CH3:36])[CH2:28]5)[C:23]([F:26])([F:25])[F:24])[CH:20]=[CH:21][C:16]4=[N:15][N:14]=3)=[N:9]2)=[CH:4][CH:3]=1.[CH3:40][N:41]1[C:45]([CH3:55])(B2OC(C)(C)C(C)(C)O2)[CH:44]=[CH:43][NH:42]1>>[CH3:40][N:41]1[C:45]([C:2]2[C:11]([CH3:12])=[C:10]3[C:5]([CH:6]=[CH:7][C:8]([C:13]4[N:17]5[CH:18]=[C:19]([C@@H:22]([N:27]6[CH2:31][CH2:30][C@H:29]([NH:32][C:33](=[O:39])[O:34][C:35]([CH3:36])([CH3:38])[CH3:37])[CH2:28]6)[C:23]([F:24])([F:25])[F:26])[CH:20]=[CH:21][C:16]5=[N:15][N:14]=4)=[N:9]3)=[CH:4][CH:3]=2)([CH3:55])[CH:44]=[CH:43][NH:42]1

Participants

Reactant 2

HCID 86707520HCID 86707520, compound

HCID 86707524HCID 86707524, compound

Product 1

HCID 86707523HCID 86707523, compound

Procedure

Prepared as described in Example 191, using tert-butyl (S)-1-((R)-1-(3-(7-bromo-8-methylquinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2,2,2-trifluoroethyl)pyrrolidin-3-ylcarbamate in place of 7-bromo-2,8-dimethylquinoline and using 1,5-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole in Step A. LCMS APCI (+) m/z 621 (M+H).

Workup

customPrepared

Sources & evidence

ORD record: ord-51caf220316549fc83ade908eb311004
Source dataset: uspto-grants-2014_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08889704B2

Reaction notes

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