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

HRID 1170345Notes

Reaction equation

HRID 1170345 reaction equation
FC1C=C(C=CC=1C1C(C2C=CN=CC=2)=CN(C)N=1)OCC1C=CC2C(=CC=CC=2)N=1.[F:32][C:33]1[CH:34]=[C:35]([OH:55])[CH:36]=[CH:37][C:38]=1[C:39]1[C:43]([C:44]2[CH:49]=[CH:48][N:47]=[CH:46][CH:45]=2)=[CH:42][N:41]([CH2:50][C:51]([F:54])([F:53])[F:52])[N:40]=1.Cl[CH2:57][C:58]1[CH:67]=[N:66][C:65]2[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=2)[N:59]=1>CC(C)=O>[F:32][C:33]1[CH:34]=[C:35]([CH:36]=[CH:37][C:38]=1[C:39]1[C:43]([C:44]2[CH:49]=[CH:48][N:47]=[CH:46][CH:45]=2)=[CH:42][N:41]([CH2:50][C:51]([F:52])([F:53])[F:54])[N:40]=1)[O:55][CH2:57][C:58]1[CH:67]=[N:66][C:65]2[C:60](=[CH:61][CH:62]=[CH:63][CH:64]=2)[N:59]=1

Participants

5

Reactant 3

HCID 115896242-[3-Fluoro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinolineHCID 137429242-(Chloromethyl)quinoxalineHCID 1363758193-Fluoro4-[4-pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenol

Product 1

HCID 116773412-{3-Fluoro-4-[4-pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxaline

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Following the procedure for the preparation of 2-[3-Fluoro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline but substituting 3-Fluoro-4-[4-pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenol, 2-Chloromethyl-quinoxaline and acetone as the solvent provided the title compound. 1H NMR (400 MHz, CDCl3) δ 9.09 (s, 1H), 8.46 (m, 2H), 8.15 (m, 1H), 8.09 (m, 1H), 7.81 (m, 3H), 7.43 (t, J=8.7 Hz, 1H), 7.12 (d, J=6.2 Hz, 2H), 6.93 (dd, J=7.9, 2.0 Hz, 1H), 6.81 (dd, J=11.6, 2.5 Hz, 1H), 5.43 (s, 2H), 4.80 (q, J=8.3 Hz, 2H); MS: (M+H m/z=480.1).

Sources & evidence

ORD record
ord-283892e4992d4c1d82e8c001c3d70c3f
Source dataset
uspto-grants-2010_11
Patent number
US07825254B2

Reaction notes

Loading…