3-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine → (4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amine

HRID 1855505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1855505
[CH2:1]([C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10](Cl)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:16][O:17][C:18]1[CH:19]=[C:20]([NH2:30])[CH:21]=[CH:22][C:23]=1[C:24]1[S:28][C:27]([CH3:29])=[N:26][CH:25]=1>CCCCCCC.C(OCC)(=O)C>[CH2:1]([C:8]1[CH:13]=[C:12]([CH3:14])[N:11]=[C:10]([NH:30][C:20]2[CH:21]=[CH:22][C:23]([C:24]3[S:28][C:27]([CH3:29])=[N:26][CH:25]=3)=[C:18]([O:17][CH3:16])[CH:19]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 670959033-Methoxy-4-(2-methyl-thiazol-5-yl)-phenylamineHCID 866336184-Benzyl-2-chloro-6-methyl-pyrimidine

Produkt 1

HCID 44192698(4-Benzyl-6-methyl-pyrimidin-2-yl)-[3-methoxy-4-(2-methyl-thiazol-5-yl)-phenyl]-amineAusbeute 69,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899848Ethylacetate heptaneLösungsmittel

Versuchsvorschrift

The title compound was prepared from 4-benzyl-2-chloro-6-methyl-pyrimidine (130 mg, 0.59 mmol) and 3-methoxy-4-(2-methyl-thiazol-5-yl)-phenylamine (131 mg, 0.59 mmol) using in analogous manner the procedure described in example 206c). Column chroma-tography (20 g silica, heptane/ethyl acetate 1:1 v/v) afforded the title compound as an off-white solid (165 mg, 69%). MS ISP (m/e): 403.2 [(M+H)+]. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.90 (s, 1H), 7.82 (s, 1H), 7.45 (d, 1H), 7.29 (m, 5H), 7.14 (s, 1H), 6.98 (dd, 1H), 6.48 (s, 1H), 3.97 (s, 2H), 3.87 (s, 3H), 2.71 (s, 3H), 2.37 (s, 3H). Mp 138-141° C.

Quellen und Nachweise

ORD-Eintrag
ord-9997a52e23f14bcfb3cfcaf3fedf7acb
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962834B2

Notizen zur Reaktion

Wird geladen…