2-Fluorophenylboronic acid → HCID 59752555, compound

HRID 749884Notes

Reaction equation

HRID 749884 reaction equation
C(OC([N:8]1[CH2:17][CH2:16][C:15]2[C:11](=[C:12](OS(C(F)(F)F)(=O)=O)[N:13]([CH2:18][CH3:19])[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=1B(O)O>>[CH2:18]([N:13]1[C:12]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=2[F:28])=[C:11]2[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]2)=[N:14]1)[CH3:19]

Participants

3

Reactant 2

HCID 27343542-Fluorophenylboronic acidHCID 86598381HCID 86598381, compound

Product 1

HCID 59752555HCID 59752555, compoundYield 94.1%

Procedure

The title compound (121 mg) was prepared according to Example 263 using 205 mg of 2-ethyl-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 193, Step A) and 97 mg of 2-fluorophenylboronic acid. MS (ESI): exact mass calculated for C15H18FN3, 259.15; found, m/z 260.4 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.61-7.55 (m, 1H), 7.39-7.30 (m, 3H), 4.01-3.91 (m, 2H), 3.43-3.41 (m, 2H), 3.18-3.16 (m, 2H), 2.79-2.73 (m, 2H), 1.28 (t, J=9.0 Hz, 3H).

Sources & evidence

ORD record
ord-992faf9899444088a581046b4ff1c29f
Source dataset
uspto-grants-2008_07
Patent number
US07402680B2

Reaction notes

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