4-Fluorophenylboronic acid → HCID 59752532, compound

HRID 2106390Notes

Reaction equation

HRID 2106390 reaction equation
[CH:1]([N:4]1[C:13](OS(C(F)(F)F)(=O)=O)=[C:12]2[C:6]([CH2:7][C:8]([CH3:25])([CH3:24])[NH:9][C:10]([CH3:23])([CH3:22])[CH2:11]2)=[N:5]1)([CH3:3])[CH3:2].[F:26][C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1>>[F:26][C:27]1[CH:32]=[CH:31][C:30]([C:13]2[N:4]([CH:1]([CH3:2])[CH3:3])[N:5]=[C:6]3[C:12]=2[CH2:11][C:10]([CH3:22])([CH3:23])[NH:9][C:8]([CH3:24])([CH3:25])[CH2:7]3)=[CH:29][CH:28]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 86598395HCID 86598395, compound

Product 1

HCID 59752532HCID 59752532, compoundYield 59.4%

Procedure

The title compound (100 mg) was prepared as in Example 296 using 196 mg of trifluoro-methanesulfonic acid 2-isopropyl-5,5,7,7-tetramethyl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azulen-3-yl ester and 100 mg of 4-fluorophenylboronic acid. MS (ESI): exact mass calculated for C20H28FN3, 329.23; found, m/z 330.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.36-7.27 (m, 4H), 4.31 (m, 1H), 3.10 (s, 2H), 2.70 (s, 2H), 1.47-1.34 (m, 18H).

Sources & evidence

ORD record
ord-886241f52fce45c2b693edaecd3f5702
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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