Phenylboronic Acid → HCID 58789383, compound

HRID 1175638Notes

Reaction equation

FC(F)(F)S(O[C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:22])([CH3:21])[C:14]([NH:16][CH2:17][CH:18]([CH3:20])[CH3:19])=[O:15])=[CH:9][C:8]=1[CH3:23])(=O)=O.[C:26]1(B(O)O)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH2:17]([NH:16][C:14](=[O:15])[C:13]([CH3:22])([C:10]1[CH:11]=[CH:12][C:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)=[C:8]([CH3:23])[CH:9]=1)[CH3:21])[CH:18]([CH3:20])[CH3:19]

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 86609794HCID 86609794, compound

Product 1

HCID 58789383HCID 58789383, compoundYield 75%

Procedure

Prepared in a similar manner to Example 1 from 4-(1-(isobutylamino)-2-methyl-1-oxopropan-2-yl)-2-methylphenyl trifluoromethanesulfonate (example 50a) and phenyl boronic acid. Yield: 75%. 1H NMR (400 MHz, dMSO): δ 0.76-0.77 (d, 6H), 1.46 (s, 6H), 1.72-1.73 (m, 1H), 2.21 (s, 3H), 2.84-2.87 (m, 2H), 7.13-7.21 (m, 3H), 7.30-7.37 (m, 4H), 7.41-7.45 (m, 2H); MS+H (310).

Sources & evidence

ORD record: ord-7e8aff9aeecd4fffa3c325bf3357aa6b
Source dataset: uspto-grants-2010_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07842324B2

Reaction notes

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