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

HRID 33906Notes

Reaction equation

HRID 33906 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:17]3[CH:34]=[CH:33][C:20]([O:21][CH2:22][C:23]4[CH:32]=N[C:30]5[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=5)[N:24]=4)=[CH:19][CH:18]=3)=[N:9][N:10]([CH2:12]C(F)(F)F)[CH:11]=2)=[CH:3][CH:2]=1.CN1C=C(C2C=CN=CC=2)C(C2C=CC(O)=CC=2)=N1.[Cl:54][C:55]1C2C(=CC=CC=2)N=C(CO)C=1>>[Cl:54][C:55]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=[C:23]([CH2:22][O:21][C:20]2[CH:19]=[CH:18][C:17]([C:8]3[C:7]([C:4]4[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=4)=[CH:11][N:10]([CH3:12])[N:9]=3)=[CH:34][CH:33]=2)[CH:32]=1

Participants

4

Reactant 3

HCID 115544072-{4-[4-Pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxalineHCID 53800151(4-Chloroquinolin-2-yl)methanolHCID 1359152134-[1-methyl-4-(4-pyridinyl)-1H-pyrazol-3-yl]Phenol

Product 1

HCID 115970894-Chloro-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-Pyridin-4-yl-1-(2,2,2-trifluoro-ethyl)-1H-pyrazol-3-yl]-phenoxymethyl}-quinoxaline but substituting 4-(1-Methyl-4-pyridin4-yl-1H-pyrazol-3-yl)-phenol and (4-Chloro-quinolin-2-yl)-methanol provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.43 (d, J=4.6 Hz, 2 H), 8.18 (d, J=8.7 Hz, 1H), 8.04 (d, J=7.9 Hz, 1H), 7.73 (m, 2H), 7.60 (t, J=7.1 Hz, 1 H), 7.52 (s, 1 H), 7.37 (d, J=9.1, Hz, 2 H), 7.12 (d, J=6.2 Hz, 2H), 6.98 (d, J=8.7 Hz, 2 H), 5.30 (s, 2H), 3.90 (s, 3 H); MS: (M+H m/z=427.1).

Sources & evidence

ORD record
ord-94d99871057449c295742c5016dfd898
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Reaction notes

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