2,4-Difluorophenylboronic acid → HCID 10092720, compound

HRID 1064267Notes

Reaction equation

HRID 1064267 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]=[C:30]([F:32])[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:29]4[CH:28]=[CH:27][C:26]([F:25])=[CH:31][C:30]=4[F:32])[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 27343342,4-Difluorophenylboronic acidHCID 22273589HCID 22273589, compound

Product 1

HCID 10092720HCID 10092720, compoundYield 69.4%

Procedure

4,2′-Difluoro-5′-(3-methylsulfanyl-[1,2,4]triazin-5-yl)biphenyl-2-carbonitrile (0.15 g, 0.44 mmol) was coupled to 2,4-difluorobenzeneboronic acid (0.135 g, 0.97 mmol) by the method of Example 2 to give the title product as a pale yellow solid (124 mg): δH (400 MHz, CDCl3) 6.99-7.11 (2H, m), 7.44-7.48 (2H, m), 7.54-7.59 (2H, m), 8.32-8.39 (3H, m) 9.65 (1H, s); m/z (ES+) 407 (M++H).

Sources & evidence

ORD record
ord-067f8c2835024762812be536e868015e
Source dataset
uspto-grants-2005_11
Patent number
US06969716B2

Reaction notes

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