Pyridine → HCID 69054766, compound

HRID 1817510Notes

Reaction equation

HRID 1817510 reaction equation
[Si:1]([O:18][C:19]1[CH:20]=[C:21]([C:25]([C:27]2[C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[NH:29][N:28]=2)=[O:26])[CH:22]=[CH:23][CH:24]=1)([C:14]([CH3:17])([CH3:16])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:42][O:43][C:44]1[CH:45]=[C:46](B(O)O)[CH:47]=[CH:48][CH:49]=1>C(Cl)Cl.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Si:1]([O:18][C:19]1[CH:20]=[C:21]([C:25]([C:27]2[N:28]([C:48]3[CH:47]=[CH:46][CH:45]=[C:44]([O:43][CH3:42])[CH:49]=3)[N:29]=[C:30]3[C:35]=2[CH:34]=[CH:33][CH:32]=[CH:31]3)=[O:26])[CH:22]=[CH:23][CH:24]=1)([C:14]([CH3:16])([CH3:17])[CH3:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 1049PyridineHCID 2734370(3-Methoxyphenyl)boronic acidHCID 69059931HCID 69059931, compound

Product 1

HCID 69054766HCID 69054766, compound

Reagents, catalysts & solvents 2

HCID 8895Cupric acetateCatalystHCID 6344DichloromethaneSolvent

Procedure

To solution of (3-{[tert-butyl(diphenyl)silyl]oxy}phenyl)(1H-indazol-3-yl)methanone (0.10 g, 0.21 mmol)) in dry CH2Cl2 (4 mL) in a flame-dried flask was added dry pyridine (0.034 mL), anhydrous copper (II) acetate (0.057 g, 0.32 mmol), 3-methoxyphenylboronic acid (0.064 g, 0.42 mmol) and powdered 4 Angstrom molecular sieves (0.25 g). Stir at room temperature for seven days.

Sources & evidence

ORD record
ord-fafef564fe574fdd8a1324a370793412
Source dataset
uspto-grants-2009_10
Patent number
US07598286B2

Reaction notes

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