(4-Fluoro-3-methylphenyl)boronic acid → HCID 11427055, compound

HRID 2106380Notes

Reaction equation

HRID 2106380 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]([CH:18]([CH2:21][CH3:22])[CH2:19][CH3:20])[N:14]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:31][C:32]1[CH:37]=[CH:36][C:35](B(O)O)=[CH:34][C:33]=1[CH3:41]>>[CH2:21]([CH:18]([N:13]1[C:12]([C:35]2[CH:36]=[CH:37][C:32]([F:31])=[C:33]([CH3:41])[CH:34]=2)=[C:11]2[C:15]([CH2:16][CH2:17][NH:8][CH2:9][CH2:10]2)=[N:14]1)[CH2:19][CH3:20])[CH3:22]

Participants

3

Reactant 2

HCID 2774580(4-Fluoro-3-methylphenyl)boronic acidHCID 86598378HCID 86598378, compound

Product 1

HCID 11427055HCID 11427055, compoundYield 87.3%

Procedure

The title compound (34 mg) was prepared according to Example 183 using 59 mg of 2-(1-ethyl-propyl)-3-trifluoromethanesulfonyloxy-4,5,7,8-tetrahydro-2H-1,2,6-triaza-azulene-6-carboxylic acid tert-butyl ester (Example 183, Step A) and 19 mg of 4-fluoro-3-methylphenylboronic acid. MS (ESI): exact mass calculated for C19H26FN3, 315.21; found, m/z 316.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.27-7.18 (m, 3H), 4.69-4.65 (m, 1H), 3.93-3.89 (m, 1H), 3.50-3.27 (m, 5H), 3.00-2.80 (m, 2H), 2.35 (s, 3H), 1.95-1.87 (m, 2H), 1.83-1.76 (m, 2H), 0.81-0.68 (m, 6H).

Sources & evidence

ORD record
ord-f9a9b9c2fe824588b0693e721ef90f10
Source dataset
uspto-grants-2009_08
Patent number
US07579470B2

Reaction notes

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