2-Fluorophenylboronic acid → HCID 9879491, compound

HRID 478244Notes

Reaction equation

HRID 478244 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]2[C:8]([C:11]3[CH:12]=[C:13](OS(C(F)(F)F)(=O)=O)[CH:14]=[CH:15][CH:16]=3)=[CH:9][N:10]=[C:4]2[N:3]=1.[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O>>[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[C:13]1[CH:14]=[CH:15][CH:16]=[C:11]([C:8]2[N:5]3[CH:6]=[CH:7][C:2]([CH3:1])=[N:3][C:4]3=[N:10][CH:9]=2)[CH:12]=1

Participants

3

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 86759229HCID 86759229, compound

Product 1

HCID 9879491HCID 9879491, compoundYield 122.4%

Procedure

Trifluoromethanesulfonic acid 3-(7-methylimidazo[1,2-a]pyrimidin-3-yl)phenyl ester (0.1 g, 0.28 mmol) was coupled to 2-fluorobenzene-boronic acid (52 μl, 0.59 mmol) as described in Example 21 to give 3-(2′-fluorobiphenyl-3-yl)-7-methylimidazo[1,2-a]pyrimidine as a white solid (104 mg): δH (400 MHz, CDCl3) 2.67 (3H, s), 6.78 (1H, d, J 7), 7.17-7.28 (2H, m), 7.37 (1H, m), 7.46-7.54 (2H, m), 7.60 (2H, m), 7.71 (1H, s), 7.85 (1H, s), 8.56 (1H,: d, J 7); m/z (ES+) 304 (M++H).

Sources & evidence

ORD record
ord-8be3e6c75a4448c8b00a2037dcd0570a
Source dataset
uspto-grants-2003_11
Patent number
US06642229B2

Reaction notes

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