3-(6-Chloropyrimidin-4-yl)benzoic acid → HCID 69486856, Verbindung

HRID 498250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 498250
CO[C:3](=[O:21])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[C:14]([NH:16][CH2:17][CH2:18][O:19][CH3:20])[N:13]=[CH:12][N:11]=2)[CH:5]=1.ClC1N=CN=C(C2C=[C:31](C=CC=2)[C:32]([OH:34])=[O:33])C=1>COCCN>[C:4]([O:34][C:32](=[O:33])[CH2:31][C:3]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]2[CH:15]=[C:14]([NH:16][CH2:17][CH2:18][O:19][CH3:20])[N:13]=[CH:12][N:11]=2)[CH:5]=1)=[O:21])([CH3:9])([CH3:5])[CH3:3]

Komponenten

4

Edukt 2

HCID 223175383-(6-Chloropyrimidin-4-yl)benzoic acidHCID 694899033-[6-(2-Methoxy-ethylamino)-pyrimidin-4-yl]-benzoic acid methyl ester

Produkt 1

HCID 69486856HCID 69486856, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80182-MethoxyethylamineLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

The title compound was prepared from 3-[6-(2-methoxy-ethylamino)-pyrimidin-4-yl]-benzoic acid methyl ester [prepared by the following procedure: 3-(6-Chloro-pyrimidin-4-yl)-benzoic acid (1.0 g, 4.3 mmol) was heated in 2-methoxy-ethylamine (5 ml) to 80° C. for 1 h. The mixture was evaporated in vacuum and the residual oil was stirred in 1N HCl-MeOH (25 mL) for 18 h at 50° C. The crude product was purified by chromatography (silica gel, AcOEt-hexane 1:1) to give the methyl ester as light yellow solid (0.67 g).] (0.66 g, 2.3 mmol) by treatment with lithium tert-butyl acetate according to general procedure K (method b). Obtained as a light yellow oil (0.93 g, not pure).

Aufarbeitung

  1. customprepared by the following procedure
  2. customThe mixture was evaporated in vacuum
  3. customThe crude product was purified by chromatography (silica gel, AcOEt-hexane 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-c12ea2c5349f49d991bf7a2a6670ae5b
Quelldatensatz
uspto-grants-2005_09
Patentnummer
US06949542B2

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