4-Fluorophenylboronic acid → HCID 24873260, compound

HRID 2106302Notes

Reaction equation

HRID 2106302 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][C:32](B(O)O)=[CH:31][CH:30]=1>>[CH2:18]([N:13]1[C:12]([C:32]2[CH:33]=[CH:34][C:29]([F:28])=[CH:30][CH:31]=2)=[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 2856454-Fluorophenylboronic acidHCID 86598381HCID 86598381, compound

Product 1

HCID 24873260HCID 24873260, compoundYield 87.4%

Procedure

The title compound (114 mg) was prepared as in Example 177, Steps C and D, using 208 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 211 mg of 4-fluorophenylboronic acid. MS (ESI): exact mass calculated for C15H18FN3, 259.15; found, m/z 260.4 [M+H]+. 1H NMR (500 MHz, CDCl3): 7.41-7.35 (m, 2H), 7.32-7.26 (m, 2H), 3.99 (q, J=7.1 Hz, 2H), 3.43-3.38 (m, 2H), 3.33-3.28 (m, 2H), 3.18-3.12 (m, 2H), 2.80-2.75 (m, 2H), 1.27 (t, J=7.1 Hz, 3H).

Sources & evidence

ORD record
ord-c694a5cc69e0439aa2b3e53dd20e1d8d
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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