3-Pyridinylboronic acid → HCID 178508288, compound

HRID 1988785Notes

Reaction equation

HRID 1988785 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:8]2[N:9]=[C:10]([NH2:13])[NH:11][CH:12]=2)[CH:5]=[CH:6][CH:7]=1.[N:14]1[CH:19]=[CH:18][CH:17]=[C:16](B(O)O)[CH:15]=1>>[N:14]1[CH:19]=[CH:18][CH:17]=[C:16]([C:2]2[CH:3]=[C:4]([C:8]3[N:9]=[C:10]([NH2:13])[NH:11][CH:12]=3)[CH:5]=[CH:6][CH:7]=2)[CH:15]=1

Participants

3

Reactant 2

HCID 27343783-Pyridinylboronic acidHCID 178508277HCID 178508277, compound

Product 1

HCID 178508288HCID 178508288, compound

Procedure

In a similar manner to Example 33, Step 1, the Suzuki coupling reaction of the bromide from Step 1 of Example 37 (126 mg, 0.31 mmol) and pyridin-3-yl-boronic acid (96 mg, 0.78 mmol) afforded 4-(3-pyridin-3-yl-phenyl)-1H-imidazol-2-ylamine, after washing with 1N aqueous sodium hydroxide, as an off-white solid (51 mg, 69% yield). LC/MS (m/z 237.2 (M+H)+); HPLC Rt: 0.81 min.

Sources & evidence

ORD record
ord-b60c09ea45f943a2811737810b2b6fe2
Source dataset
uspto-grants-2010_01
Patent number
US07642273B2

Reaction notes

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