Triethylamine → HCID 131735243, compound

HRID 626967Notes

Reaction equation

HRID 626967 reaction equation
Cl.[CH3:2][C:3]1([CH2:9][OH:10])[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.Cl[C:12]1[N:17]=[CH:16][C:15]([B:18]([OH:20])[OH:19])=[CH:14][N:13]=1.C(N(CC)CC)C>C(O)C>[OH:10][CH2:9][C:3]1([CH3:2])[CH2:8][CH2:7][N:6]([C:12]2[N:17]=[CH:16][C:15]([B:18]([OH:20])[OH:19])=[CH:14][N:13]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21747362(2-Chloropyrimidin-5-yl)boronic acidHCID 66653509(4-Methylpiperidin-4-yl)methanol--hydrogen chloride (1/1)

Product 1

HCID 131735243HCID 131735243, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

(4-Methylpiperidin-4-yl)methanol hydrochloride (2.09 g, 12.63 mmol), (2-chloropyrimidin-5-yl)boronic acid (2 g, 12.63 mmol) and triethylamine (1.8 mL, 12.630 mmol) in ethanol (15 mL) was stirred at 80° C. overnight. The reaction mixture was cooled to r.t. and concentrated in vacuo to give the title compound as an orange semi-solid. This material was used without any further purification. HPLC-MS: MH+ m/z 252.2, RT 0.34 minutes.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cb46d7070ce545c28b272879d4b6b3bf
Source dataset
uspto-grants-2016_04
Patent number
US09309243B2

Reaction notes

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