N-[2-(2-M ethanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide → HCID 66711834, compound

HRID 1262166Notes

Reaction equation

HRID 1262166 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[CH:6]=[CH:5][C:4]=1[NH2:17].CS([C:21]1[N:26]=[CH:25][C:24]2=[CH:27][CH:28]=[C:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[N:36]([CH3:41])[S:37]([CH3:40])(=[O:39])=[O:38])[N:23]2[N:22]=1)=O>>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH:10]2[CH2:15][CH2:14][N:13]([CH3:16])[CH2:12][CH2:11]2)[CH:6]=[CH:5][C:4]=1[NH:17][C:21]1[N:26]=[CH:25][C:24]2=[CH:27][CH:28]=[C:29]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[N:36]([CH3:41])[S:37]([CH3:40])(=[O:39])=[O:38])[N:23]2[N:22]=1

Participants

3

Reactant 2

HCID 54577677N-[2-(2-M ethanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamideHCID 552341692-Methoxy-4-[(1-methylpiperidin-4-yl)oxy]aniline

Product 1

HCID 66711834HCID 66711834, compoundYield 7.2%

Procedure

Following a procedure analogous to 251c, 2-Methoxy-4-(1-methyl-piperidin-4-yloxy)-phenylamine (0.17 g, 0.72 mmol) and N-[2-(2-Methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-N-methyl-methanesulfonamide (130 mg, 0.36 mmol) were converted to the title compound (14 mgs, 7%). (CDCl3) δ 8.73 (s, 1H), 8.02 (d, J=10.7 Hz, 1H), 7.97-7.94 (m, 1H), 7.30 (s, 1H), 7.02-7.00 (m, 1H), 6.87-6.83 (m, 1H), 6.52 (s, 1H), 6.33 (d, J=10.6 Hz, 1H), 4.25 (Broad s, 1H), 3.89 (s, 3H), 3.15 (s, 3H), 2.75-2.68 (m, 2H), 2.66 (s, 3H), 2.32 (s, 3H), 2.31-2.26 (m, 2H), 2.04-1.98 (m, 2H), 1.87-1.81 (m, 2H); LC/MS (ESI+): 537 (M+H).

Sources & evidence

ORD record
ord-454f60312d3447b8bda8439a198bf50e
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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