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

HRID 1262254Notes

Reaction equation

HRID 1262254 reaction equation
[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:19]3[C:14]([CH:15]=[N:16][C:17](O)=[N:18]3)=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[N:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]2[CH:32]=[CH:31][C:30]([NH2:33])=[CH:29][CH:28]=2)[CH:22]=1>>[CH3:1][S:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[N:19]3[C:14]([CH:15]=[N:16][C:17]([NH:33][C:30]4[CH:29]=[CH:28][C:27]([C:23]5[CH:22]=[N:21][CH:26]=[CH:25][CH:24]=5)=[CH:32][CH:31]=4)=[N:18]3)=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])=[O:3]

Participants

3

Reactant 2

HCID 4595224-(Pyridin-3-yl)anilineHCID 178504663HCID 178504663, compound

Product 1

HCID 66711693[7-(4-Methanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-pyridin-3-yl-phenyl)-amine

Procedure

[7-(4-Methanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-pyridin-3-yl-phenyl)-amine was prepared from 7-(4-methanesulfonyl-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 (37 mg, 28%). LCMS (m/e) 442 (M+H); 1H-NMR (d6-DMSO, 400 MHz) δ 9.82 (s, 1H), 9.10 (s, 1H), 8.94 (s, 1H), 8.58-8.46 (m, 3H), 8.17-8.05 (m, 3H), 7.90 (d, 2H, J=7.9 Hz), 7.76 (d, 2H, J=7.9 Hz), 7.54-7.44 (m, 1H), 7.44-7.35 (m, 1H), 7.09-7.01 (m, 1H), 2.50 (s, 3H).

Sources & evidence

ORD record
ord-5e306d0806b046ecb2ed15acd4329e97
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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