Triethylamine → 1-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamide

HRID 216024

Reaktionsgleichung

Reaktionsgleichung von HRID 216024
[F:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][C:7]2[CH:8]=[C:9]([NH:13][C:14]([C:16]3([CH3:22])[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)=[O:15])[CH:10]=[CH:11][CH:12]=2)=[CH:4][CH:3]=1.[Br:25][C:26]1[C:34]2[C:33](Cl)=[N:32][CH:31]=[N:30][C:29]=2[NH:28][CH:27]=1.C(N(CC)CC)C>C(O)(C)C>[Br:25][C:26]1[C:34]2[C:33]([N:19]3[CH2:18][CH2:17][C:16]([CH3:22])([C:14]([NH:13][C:9]4[CH:10]=[CH:11][CH:12]=[C:7]([O:6][C:5]5[CH:23]=[CH:24][C:2]([F:1])=[CH:3][CH:4]=5)[CH:8]=4)=[O:15])[CH2:21][CH2:20]3)=[N:32][CH:31]=[N:30][C:29]=2[NH:28][CH:27]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 53807105-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 67036908N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamide

Produkt 1

HCID 579202041-(5-bromo-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To a solution of N-(3-(4-fluorophenoxy)phenyl)-4-methylpiperidine-4-carboxamide from example 1, step B, (36 mg, 0.1 mmol) in isopropanol (1 mL), was added to 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine from step A (24 mg, 0.1 mmol) and triethylamine (0.04 mL, 0.3 mmol). The reaction mixture was heated at 100° C. for 10 minutes under microwave condition, and then concentrated under vacuum. The product was isolated by prep HPLC to give the title compound.

Aufarbeitung

  1. concentrationconcentrated under vacuum
  2. customThe product was isolated by prep HPLC

Quellen und Nachweise

ORD-Eintrag
ord-7fa5a5f9536446e1947c6ee98c1af544
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08193202B2

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