(2-Methoxypyridin-3-yl)boronic acid → HCID 178494096, compound

HRID 1988786Notes

Reaction equation

HRID 1988786 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.[CH3:14][O:15][C:16]1[C:21](B(O)O)=[CH:20][CH:19]=[CH:18][N:17]=1>>[CH3:14][O:15][C:16]1[C:21]([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:20][CH:19]=[CH:18][N:17]=1

Participants

3

Reactant 2

HCID 2762709(2-Methoxypyridin-3-yl)boronic acidHCID 178508277HCID 178508277, compound

Product 1

HCID 178494096HCID 178494096, compound

Procedure

In a similar manner to Example 33, Step 1, the Suzuki coupling reaction of the bromide from Step 1 of Example 37 (111 mg, 0.41 mmol) and (2-methoxy-pyridin-3-yl)-boronic acid (125 mg, 0.817 mmol) afforded the 4-[3-(2-methoxy-pyridin-3-yl)-phenyl]-1H-imidazol-2-ylamine, after passing through an SPE ion-exchange plug, as a colorless glass (37.5 mg, 34.4% yield). LC/MS (m/z 267.0 (M+H)+); HPLC Rt: 2.2 min.

Sources & evidence

ORD record
ord-2c77aa821f144943aa17c72f5e0ffd06
Source dataset
uspto-grants-2010_01
Patent number
US07642273B2

Reaction notes

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