4-Hydrazinopyridine → 2-[4-(2-Pyridin-4-yl-2H-[1,2,4]triazol-3-yl)-phenoxymethyl]-quinoline

HRID 33889

Reaction equation

HRID 33889 reaction equation
N1C=CC(C2N([C:12]3[CH:29]=[CH:28][C:15]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:14][CH:13]=3)N=CN=2)=CC=1.[N:30]1[C:39]2C(=CC=CC=2)C=C[C:31]=1COC1C=CC(C(N)=O)=CC=1.[N:51]1[CH:56]=[CH:55][C:54]([NH:57][NH2:58])=[CH:53][CH:52]=1>>[N:51]1[CH:56]=[CH:55][C:54]([N:57]2[C:39]([C:12]3[CH:13]=[CH:14][C:15]([O:16][CH2:17][C:18]4[CH:27]=[CH:26][C:25]5[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=5)[N:19]=4)=[CH:28][CH:29]=3)=[N:30][CH:31]=[N:58]2)=[CH:53][CH:52]=1

Participants

4

Reactant 3

HCID 4166314-HydrazinopyridineHCID 116608802-[4-(5-Pyridin-4-yl-[1,2,4]triazol-1-yl)-phenoxymethyl]-quinolineHCID 440880074-(Quinolin-2-ylmethoxy)benzamide

Product 1

HCID 116465782-[4-(2-Pyridin-4-yl-2H-[1,2,4]triazol-3-yl)-phenoxymethyl]-quinoline

Procedure

Following the procedure for the preparation of 2-[4-(5-Pyridin-4-yl-[1,2,4]triazol-1-yl)-phenoxymethyl]-quinoline but substituting 4-(Quinolin-2-ylmethoxy)-benzamide and Pyridin-4-yl-hydrazine provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.65 (d, J=6.2 Hz, 2 H), 8.21 (d, J=8.3 Hz, 1 H), 8.08 (s, 1H), 8.07 (d, J=7.9 Hz, 1H), 7.84 (d, J=8.3 Hz, 1H), 7.73 (m, 1 H), 7.65 (d, J=8.7 Hz, 1 H), 7.55 (m, 1 H), 7.43 (d, J=9.1 Hz, 2H), 7.32 (d, J=6.2 Hz, 2 H), 7.05 (d, J=8.7Hz, 2H), 5.40 (s, 2H); MS: (M+H m/z=380.2).

Sources & evidence

ORD record
ord-163c620ed7a54db1b77b8c6a9792a924
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Linked notes

Loading…