(2-Chloropyrimidin-5-yl)boronic acid → HCID 131735240, compound

HRID 626960Notes

Reaction equation

HRID 626960 reaction equation
Cl.[CH:2]12[CH:9]([C:10]([O:12][CH3:13])=[O:11])[CH:6]([CH2:7][CH2:8]1)[CH2:5][NH:4][CH2:3]2.Cl[C:15]1[N:20]=[CH:19][C:18]([B:21]([OH:23])[OH:22])=[CH:17][N:16]=1>>[CH3:13][O:12][C:10]([CH:9]1[C@@H:2]2[CH2:8][CH2:7][C@H:6]1[CH2:5][N:4]([C:15]1[N:20]=[CH:19][C:18]([B:21]([OH:23])[OH:22])=[CH:17][N:16]=1)[CH2:3]2)=[O:11]

Participants

3

Reactant 2

HCID 21747362(2-Chloropyrimidin-5-yl)boronic acidHCID 72207893Methyl 3-azabicyclo[3.2.1]octane-8-carboxylate hydrochloride

Product 1

HCID 131735240HCID 131735240, compoundYield 122.7%

Procedure

Prepared from methyl 3-azabicyclo[3.2.1]octane-8-carboxylate hydrochloride (0.57 g, 2.8 mmol) and (2-chloropyrimidin-5-yl)boronic acid (0.45 g, 2.8 mmol) in accordance with General Method C to afford the title compound (1 g) as an off-white gum. LCMS (pH 3) MH+ 292, RT 0.79 minutes.

Sources & evidence

ORD record
ord-85f7cfed04c944e08b6cfb10f28bd272
Source dataset
uspto-grants-2016_04
Patent number
US09309243B2

Reaction notes

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