Phenylboronic Acid → HCID 59752600, compound

HRID 749906Notes

Reaction equation

[CH:1]1([N:6]2[C:15](OS(C(F)(F)F)(=O)=O)=[C:14]3[C:8]([CH2:9][C:10]([CH3:27])([CH3:26])[NH:11][C:12]([CH3:25])([CH3:24])[CH2:13]3)=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[C:28]1(B(O)O)[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1>>[CH:1]1([N:6]2[C:15]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)=[C:14]3[C:8]([CH2:9][C:10]([CH3:27])([CH3:26])[NH:11][C:12]([CH3:25])([CH3:24])[CH2:13]3)=[N:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 86598394HCID 86598394, compound

Product 1

HCID 59752600HCID 59752600, compoundYield 59.5%

Procedure

The title compound (129 mg) was prepared as in Example 294, using 263 mg of trifluoro-methanesulfonic acid 2-cyclopentyl-5,5,7,7-tetramethyl-2,4,5,6,7,8-hexahydro-1,2,6-triaza-azulen-3-yl ester and 110 mg of phenylboronic acid. MS (ESI): exact mass calculated for C22H31N3, 337.25; found, m/z 338.5 [M+H]+. 1H NMR (500 MHz, CD3OD): 7.56-7.49 (m, 3H), 7.32-7.30 (m, 2H), 4.51-4.44 (m, 1H), 3.12 (s, 2H), 2.72 (s, 2H), 2.03-1.88 (m, 6H), 1.61-1.57 (m, 2H), 1.45 (s, 6H), 1.35 (s, 6H).

Sources & evidence

ORD record: ord-b2b7d42b2ddd43939f8e44c02eee2956
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07402680B2

Reaction notes

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