2-((4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)phenoxy)methyl)quinoline → 2-[2,3-Difluoro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline

HRID 1170290Notes

Reaction equation

HRID 1170290 reaction equation
[CH3:1][N:2]1[CH:6]=C(C2C=CN=CC=2)C(C2C=CC(OCC3C=CC4C(=CC=CC=4)N=3)=CC=2)=[N:3]1.[F:31][C:32]1[C:37]([F:38])=[C:36]([O:39][CH2:40][C:41]2[CH:50]=[CH:49][C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[N:42]=2)[CH:35]=[CH:34][C:33]=1[C:51](=O)[CH2:52][C:53]1[CH:58]=[CH:57][N:56]=[CH:55][CH:54]=1>>[F:38][C:37]1[C:32]([F:31])=[C:33]([C:51]2[C:52]([C:53]3[CH:58]=[CH:57][N:56]=[CH:55][CH:54]=3)=[CH:1][N:2]([CH3:6])[N:3]=2)[CH:34]=[CH:35][C:36]=1[O:39][CH2:40][C:41]1[CH:50]=[CH:49][C:48]2[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=2)[N:42]=1

Participants

3

Reactant 2

HCID 115819362-((4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)phenoxy)methyl)quinolineHCID 685755071-[2,3-Difluoro-4-(quinolin-2-ylmethoxy)-phenyl]-2-pyridin-4-yl-ethanone

Product 1

HCID 116691212-[2,3-Difluoro-4-(1-methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline

Procedure

Following the procedure for the preparation of 2-[4-(1-Methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenoxymethyl]-quinoline but substituting 1-[2,3-Difluoro-4-(quinolin-2-ylmethoxy)-phenyl]-2-pyridin-4-yl-ethanone provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.44 (bs, 2H), 8.22 (d, J=8.7 Hz, 1H), 8.06 (d, J=8.7 Hz, 1H), 7.84 (d, J=7.9 Hz, 1H), 7.70 (m, 2H), 7.66 (s, 1H), 7.56 (t, J=7.9 Hz, 1H), 7.08 (m, 3H), 6.88 (m, 1H), 5.48 (s, 2H); MS: (M+H m/z=429.1).

Sources & evidence

ORD record
ord-aef1fb73fc7447118cf36d8d78c1485f
Source dataset
uspto-grants-2010_11
Patent number
US07825254B2

Reaction notes

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