4-(4-Ethylmorpholin-2-yl)aniline → HCID 66711079, compound

HRID 1262105Notes

Reaction equation

HRID 1262105 reaction equation
CS([C:4]1[N:9]=[CH:8][C:7]2=[CH:10][CH:11]=[C:12]([C:13]3[CH:14]=[C:15]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:16]=[CH:17][CH:18]=3)[N:6]2[N:5]=1)=O.[CH2:24]([N:26]1[CH2:31][CH2:30][O:29][CH:28]([C:32]2[CH:37]=[CH:36][C:35]([NH2:38])=[CH:34][CH:33]=2)[CH2:27]1)[CH3:25]>>[CH2:24]([N:26]1[CH2:31][CH2:30][O:29][CH:28]([C:32]2[CH:37]=[CH:36][C:35]([NH:38][C:4]3[N:9]=[CH:8][C:7]4=[CH:10][CH:11]=[C:12]([C:13]5[CH:14]=[C:15]([NH:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH:16]=[CH:17][CH:18]=5)[N:6]4[N:5]=3)=[CH:34][CH:33]=2)[CH2:27]1)[CH3:25]

Participants

3

Reactant 2

HCID 574160684-(4-Ethylmorpholin-2-yl)anilineHCID 66710982HCID 66710982, compound

Product 1

HCID 66711079HCID 66711079, compound

Procedure

The titled compound was prepared in analogous fashion as Example 113 using N-[3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-phenyl]-methanesulfonamide and 4-(4-ethyl-morpholin-2-yl)-phenylamine to give N-(3-{2-[4-(4-ethyl-morpholin-2-yl)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}phenyl)methanesulfonamide as a yellow foam (47.3, 31.4% yield). LCMS (E/I+) 493 (M+H). 1H NMR (400 MHz, CDCl3) δ 8.71 (s, 1H), 8.01 (s, 1H), 7.89 (d, 1H, J=7.8 Hz), 7.58 (d, 2H, J=8 Hz), 7.49 (t, 1H, J=7.8 Hz), 7.36 (m, 3H), 7.02 (m, 1H), 6.94 (s, 1H), 6.84 (s, 1H), 4.57 (d, 1H, J=10.2 Hz), 4.05 (d, 1H, J=11.4 Hz), 3.85 (t, 1H, J=11.4 Hz), 3.03 (s, 3H), 2.98 (d, 2H, J=11.6 Hz), 2.83 (d, 1H, J=11.5 Hz), 2.47 (q, 2H, J=7 Hz), 2.23 (t, 1H, J=11.5 Hz), 2.08 (t, 1H, J=10.5 Hz), 1.12 (t, 3H, J=7 Hz).

Sources & evidence

ORD record
ord-c8300717bade40c59941803eef898ffd
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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