Methylhydrazine → 2-(2-[4-(1-Methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenyl]-ethyl]-quinoline

HRID 33868Notes

Reaction equation

HRID 33868 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[CH:11]=[N:10][NH:9][C:8]=2[C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[CH:14][CH:13]=2)=[CH:3][CH:2]=1.[CH3:30]NN>>[CH3:30][N:10]1[CH:11]=[C:7]([C:4]2[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=2)[C:8]([C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[CH:14][CH:13]=2)=[N:9]1

Participants

3

Reactant 2

HCID 6061MethylhydrazineHCID 115670052-{2-[4-(4-Pyridin-4-yl-2H-pyrazol-3-yl)-phenyl]-ethyl}-quinoline

Product 1

HCID 114948472-(2-[4-(1-Methyl-4-pyridin-4-yl-1H-pyrazol-3-yl)-phenyl]-ethyl]-quinoline

Procedure

Following the procedure for the preparation of 2-{2-[4-(4-Pyridin-4-yl-2H-pyrazol-3-yl)-phenyl]-ethyl}-quinoline but substituting methyl hydrazine provided the title compound. 1H NMR (400 MHz, CDCl3) δ 8.45 (d, J=6.2 Hz, 2 H), 8.06 (t, J=10.4 Hz, 2 H), 7.77 (d, J=7.1 Hz, 1 H), 7.70 (t, J=8.3 Hz, 1 H), 7.57 (s, 1H), 7.50 (t, J=9.1 Hz, 1 H), 7.35 (d, J=8.3 Hz, 2H), 7.24 (m, 3H), 7.20 (d, J=5.0 Hz, 2H), 3.97 (s, 3H), 3.31 (m, 2H), 3.18 (m, 2H); MS: (M+H m/z=391.0).

Sources & evidence

ORD record
ord-8712ea6dfea348f99c608838c0b2697f
Source dataset
uspto-grants-2008_09
Patent number
US07429665B2

Reaction notes

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