3-(2-Morpholin-4-ylethoxy)aniline → [7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-amine

HRID 1262169Notes

Reaction equation

HRID 1262169 reaction equation
[N:1]1([CH2:7][CH2:8][O:9][C:10]2[CH:11]=[C:12]([NH2:16])[CH:13]=[CH:14][CH:15]=2)[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.CS([C:20]1[N:25]=[CH:24][C:23]2=[CH:26][CH:27]=[C:28]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])[N:22]2[N:21]=1)=O>>[CH3:36][O:35][C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][C:29]=1[C:28]1[N:22]2[C:23]([CH:24]=[N:25][C:20]([NH:16][C:12]3[CH:13]=[CH:14][CH:15]=[C:10]([O:9][CH2:8][CH2:7][N:1]4[CH2:6][CH2:5][O:4][CH2:3][CH2:2]4)[CH:11]=3)=[N:21]2)=[CH:26][CH:27]=1

Participants

3

Reactant 2

HCID 64866163-(2-Morpholin-4-ylethoxy)anilineHCID 667107912-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine

Product 1

HCID 66711994[7-(2-Methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-[3-(2-morpholin-4-yl-ethoxy)-phenyl]-amine

Procedure

Prepared by following a procedure analagous to Example 251c by using 3-(2-Morpholin-4-yl-ethoxy)-phenylamine and 2-Methanesulfinyl-7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazine. 1H-NMR (DMSO) δ 9.9 (br s, 1H), 9.46 (s, 1H), 8.97 (s, 1H), 7.77 (d, J=7.5 Hz, 1H), 7.5 (t, 1H), 7.4 (brs, 1H), 7.35 (d, J=7.8 Hz, 1H), 7.23 (d, J=8.3 Hz, 1H), 7.15 (m, 2H), 6.9 (s, 2H), 6.6 (d, J=7.8 Hz, 1H), 4.4-3.3 (m, 12H), 3.8 (s, 3H); LC/MS (ESI+): 446 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-e4aa79ae09184a8491dfb2f96629d6a1
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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