Methylamine → N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

HRID 57523

Reaktionsgleichung

Reaktionsgleichung von HRID 57523
Cl[C:2]1[CH:7]=[CH:6][C:5]([B:8]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH3:16])([CH3:15])[O:9]2)=[CH:4][N:3]=1.CN.C[CH2:20][N:21](C(C)C)C(C)C>O1CCOCC1>[CH3:20][NH:21][C:2]1[CH:7]=[CH:6][C:5]([B:8]2[O:12][C:11]([CH3:14])([CH3:13])[C:10]([CH3:16])([CH3:15])[O:9]2)=[CH:4][N:3]=1

Komponenten

5

Edukt 3

HCID 6329MethylamineHCID 81531DiisopropylethylamineHCID 27947192-Chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Produkt 1

HCID 56686504N-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-2-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A mixture of 2-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine (200 mg, 0.84 mmol), methanamine (277 mg, 8.4 mmol), and DIPEA (0.35 mL, 2.01 mmol) in dioxane (5 mL) was stirred at room temperature for 16 hours. It was then concentrated under reduced pressure, and the residue was treated in EtOAc. The insoluble solid was removed by filtration, and the organic solution was concentrated under reduced pressure to give the title compound.

Aufarbeitung

  1. concentrationIt was then concentrated under reduced pressure
  2. additionthe residue was treated in EtOAc
  3. customThe insoluble solid was removed by filtration
  4. concentrationthe organic solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9a28bae1fc6a40d8874fa0fae747a213
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434726B2

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