(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid → HCID 67069968, compound

HRID 2390847Notes

Reaction equation

Br[C:2]1[CH:3]=[C:4]([C:28]([CH3:31])([CH3:30])[CH3:29])[C:5]([O:26][CH3:27])=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:11]=[CH:12][C:13]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[C:14]([CH:20]=2)CNC(=O)C)[CH:7]=1.[O:32]=[C:33]1[C:38](B(O)O)=[CH:37][CH:36]=[CH:35][NH:34]1>>[C:28]([C:4]1[C:5]([O:26][CH3:27])=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:20]=[CH:14][C:13]([NH:21][S:22]([CH3:25])(=[O:24])=[O:23])=[CH:12][C:11]=2[CH2:35][NH:34][C:33](=[O:32])[CH3:38])[CH:7]=[C:2]([C:38]2[C:33](=[O:32])[NH:34][CH:35]=[CH:36][CH:37]=2)[CH:3]=1)([CH3:29])([CH3:30])[CH3:31]

Participants

Reactant 2

HCID 55262735(2-Oxo-1,2-dihydropyridin-3-yl)boronic acid

HCID 67287059HCID 67287059, compound

Product 1

HCID 67069968HCID 67069968, compound

Procedure

step 3—Palladium-catalyzed coupling of 212 and B-(1,2-dihydro-2-oxo-3-pyridinyl)-boronic acid (213, CASRN 951655-49-5) was carried out in accord with the procedure in step 4 of example 38 to afford the title compound. The product was purified on a SiO2 preparative TLC plate developed with 5% MeOH/DCM to afford 17.5 mg of I-160

Sources & evidence

ORD record: ord-399be2dcb6e94c8394bb86e794633d7e
Source dataset: uspto-grants-2012_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08273773B2

Reaction notes

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