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

HRID 1262255Notes

Reaction equation

HRID 1262255 reaction equation
[N:1]1([S:7]([C:10]2[CH:11]=[C:12]([C:16]3[N:24]4[C:19]([CH:20]=[N:21][C:22](O)=[N:23]4)=[CH:18][CH:17]=3)[CH:13]=[CH:14][CH:15]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[N:26]1[CH:31]=[CH:30][CH:29]=[C:28]([C:32]2[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][CH:33]=2)[CH:27]=1>>[N:1]1([S:7]([C:10]2[CH:11]=[C:12]([C:16]3[N:24]4[C:19]([CH:20]=[N:21][C:22]([NH:38][C:35]5[CH:34]=[CH:33][C:32]([C:28]6[CH:27]=[N:26][CH:31]=[CH:30][CH:29]=6)=[CH:37][CH:36]=5)=[N:23]4)=[CH:18][CH:17]=3)[CH:13]=[CH:14][CH:15]=2)(=[O:9])=[O:8])[CH2:2][CH2:3][O:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 4595224-(Pyridin-3-yl)anilineHCID 1785273257-[3-(Morpholine-4-sulfonyl)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-ol

Product 1

HCID 66711802{7-[3-(Morpholine-4-sulfonyl)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl}-(4-pyridin-3-yl-phenyl)-amine

Procedure

{7-[3-(Morpholine-4-sulfonyl)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl}-(4-pyridin-3-yl-phenyl)-amine was prepared from 7-[3-(morpholine-4-sulfonyl)-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 (16 mg, 10%). LCMS (m/e) 513 (M+H); 1H-NMR (CDCl3, 400 MHz) δ 8.88 (s, 1H), 8.79 (s, 1H), 8.61-8.52 (m, 1H), 8.49 (s, 1H), 8.41 (d, 1H, J=7.6 Hz), 7.91 (d, 1H, J=7.8 Hz), 7.80-7.60 (m, 6H), 7.40-7.31 (m, 1H), 7.08 (d, 1H, J=4.6 Hz), 7.02 (s, 1H), 6.90 (d, 1H, J=4.5 Hz), 3.75-3.66 (m, 4H), 3.09-3.00 (m, 4H).

Sources & evidence

ORD record
ord-de6ff14bf527460a80e358ed422566c9
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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