Phenylboronic Acid → HCID 59752640, compound

HRID 2106389Notes

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].[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH:1]([N:4]1[C:13]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[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]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 86598395HCID 86598395, compound

Product 1

HCID 59752640HCID 59752640, compoundYield 61.6%

Procedure

The title compound (98 mg) was prepared as in Step B of Example 294 using 196 mg 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 87 mg of phenylboronic acid. MS (ESI): exact mass calculated for C20H29N3, 311.24; found, m/z 312.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.57-7.52 (m, 3H), 7.32-7.31 (m, 2H), 4.34 (m, 1H), 3.11 (s, 2H), 2.71 (s, 2H), 1.49-1.34 (m, 18H).

Sources & evidence

ORD record: ord-3a4624d88e4941d18678a3117a787e3d
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07579470B2

Reaction notes

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