Hydrochloric Acid → 1,2,3,6-Tetrahydropyridine-4-boronic acid, pinacol ester hydrochloride
Reaction equation
[CH3:1][C:2]1([CH3:22])[C:6]([CH3:8])([CH3:7])[O:5][B:4]([C:9]2[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH:10]=2)[O:3]1.[ClH:23]>CC(OC)(C)C.CCOCC>[ClH:23].[CH3:7][C:6]1([CH3:8])[C:2]([CH3:1])([CH3:22])[O:3][B:4]([C:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH:10]=2)[O:5]1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate (2 g, 6.47 mmol) was suspended in MTBE (8.1 mL) and 2M HCl in Et2O (24 mL). The reaction was stirred rt overnight, the white precipitate formed collected by filtration and washed with Et2O to give the title compound (1.434 g, 90%).
Workup
- customthe white precipitate formed
- filtrationcollected by filtration
- washwashed with Et2O
Sources & evidence
- ORD record
- ord-76777c072ba54fb8bb2b8c2d6126188d
- Source dataset
- uspto-grants-2016_04
- Patent number
- US09321776B2
Reaction notes
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