2-{4-[4-Pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxaline → 8-Methoxy-2-[4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline

HRID 33894Notes

Reaction equation

HRID 33894 reaction equation
N1C=CC(C2C(C3C=CC(OCC4C=NC5C(=CC=CC=5)N=4)=CC=3)=NN(CC(F)(F)F)C=2)=CC=1.[CH3:35][N:36]1[CH:40]=[C:39]([C:41]2[CH:46]=[CH:45][N:44]=[CH:43][CH:42]=2)[C:38]([C:47]2[CH:52]=[CH:51][C:50]([OH:53])=[CH:49][CH:48]=2)=[N:37]1.[CH3:54][O:55][C:56]1[CH:57]=[CH:58][CH:59]=[C:60]2[C:65]=1[N:64]=[C:63]([CH2:66]O)[CH:62]=[CH:61]2>>[CH3:54][O:55][C:56]1[CH:57]=[CH:58][CH:59]=[C:60]2[C:65]=1[N:64]=[C:63]([CH2:66][O:53][C:50]1[CH:51]=[CH:52][C:47]([C:38]3[C:39]([C:41]4[CH:42]=[CH:43][N:44]=[CH:45][CH:46]=4)=[CH:40][N:36]([CH3:35])[N:37]=3)=[CH:48][CH:49]=1)[CH:62]=[CH:61]2

Participants

4

Reactant 3

HCID 115544072-{4-[4-Pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxalineHCID 68578632(8-Methoxyquinolin-2-yl)methanolHCID 1359152134-[1-methyl-4-(4-pyridinyl)-1H-pyrazol-3-yl]Phenol

Product 1

HCID 115174208-Methoxy-2-[4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline

Procedure

Following the procedure for the preparation of 2-{4-[4-Pyridin4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxaline but substituting 4-(1-Methyl4-pyridin4-yl-1H-pyrazol-3-yl)-phenol and (8-Methoxy-quinolin-2-yl)-methanol provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.45 (d, J=6.2 Hz, 2 H), 8.15 (d, J=8.7 Hz, 1H), 7.73 (d, J=8.3 Hz,1H), 7.55 (s, 1H), 7.44 (m, 1 H), 7.37 (m, 3 H), 7.15 (d, J=5.8, Hz, 2 H), 7.07 (d, J=7.5 Hz, 1H), 6.99 (d, J=8.7 Hz, 2 H), 5.46 (s, 2H), 4.08 (s, 3 H), 3.94 (s, 3H); MS: (M+H m/z=423.1).

Sources & evidence

ORD record
ord-f974b5aa3b854f808aa9e32a69e80283
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Reaction notes

Loading…