2-Fluorophenylboronic acid → HCID 10318059, compound

HRID 1064268Notes

Reaction equation

HRID 1064268 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:23]#[N:24])[C:5]([C:8]2[CH:13]=[C:12]([C:14]3[N:15]=[C:16](SC)[N:17]=[N:18][CH:19]=3)[CH:11]=[CH:10][C:9]=2[F:22])=[CH:6][CH:7]=1.[F:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O>>[F:1][C:2]1[CH:3]=[C:4]([C:23]#[N:24])[C:5]([C:8]2[CH:13]=[C:12]([C:14]3[N:15]=[C:16]([C:27]4[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=4[F:25])[N:17]=[N:18][CH:19]=3)[CH:11]=[CH:10][C:9]=2[F:22])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 22273589HCID 22273589, compound

Product 1

HCID 10318059HCID 10318059, compoundYield 48%

Procedure

4,2′-Difluoro-5′-(3-methylsulfanyl-[1,2,4]triazin-5-yl)biphenyl-2-carbonitrile (0.115 g, 0.338 mmol) was coupled to 2-fluorobenzeneboronic acid (0.104 g, 0.743 mmol) by the method of Example 2 to give the title product as a pale yellow solid (63 mg): 8H (400 MHz, CDCl3) 7.27 (1H, q, J 1.3 Hz), 7.32-7.37 (1H, m), 7.43-7.48 (2H, m), 7.53-7.60 (3H, m), 8.24-8.29 (1H, m), 8.35-8.39 (2H, m), 9.67 (1H, s); m/z(ES+) 389 (M++H).

Sources & evidence

ORD record
ord-07476ff24daf44af897277752ac084d8
Source dataset
uspto-grants-2005_11
Patent number
US06969716B2

Reaction notes

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