4-(Pyridin-3-yl)aniline → [7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-pyridin-3-yl-phenyl)-amine

HRID 1262256Notes

Reaction equation

HRID 1262256 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:17]2[C:12]([CH:13]=[N:14][C:15](O)=[N:16]2)=[CH:11][CH:10]=1.[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([C:25]2[CH:30]=[CH:29][C:28]([NH2:31])=[CH:27][CH:26]=2)[CH:20]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[N:17]2[C:12]([CH:13]=[N:14][C:15]([NH:31][C:28]3[CH:27]=[CH:26][C:25]([C:21]4[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=4)=[CH:30][CH:29]=3)=[N:16]2)=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 4595224-(Pyridin-3-yl)anilineHCID 1784892767-(2-Methoxyphenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol

Product 1

HCID 66712226[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-pyridin-3-yl-phenyl)-amine

Procedure

[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-pyridin-3-yl-phenyl)-amine was prepared from 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol and 4-pyridin-3-yl-phenylamine in an analogous manner to Example 1052a. Product isolated as a yellow foam (35 mg, 29%). LCMS (m/e) 394 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.84 (s, 1H), 8.72 (s, 1H), 8.59-8.51 (m, 1H), 7.97 (d, 1H, J=7.6 Hz), 7.86 (d, 1H, J=7.6 Hz), 7.71 (d, 1H, J=7.4 Hz), 7.48 (d, 2H, J=7.7 Hz), 7.44 (d, 1H, J=7.9 Hz), 7.39-7.31 (m, 1H), 7.19-7.11 (m, 1H), 7.11-7.02 (m, 2H), 6.96-6.85 (m, 2H), 3.86 (s, 3H).

Sources & evidence

ORD record
ord-ed1c52a46e9644df9196ea09ab2cb221
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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