4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamine → [4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenyl]-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-amine

HRID 1262176Notes

Reaction equation

HRID 1262176 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH2:8])=[CH:4][C:3]=1[O:9][CH2:10][CH:11]1[CH2:15][CH2:14][CH2:13][N:12]1[CH3:16].[CH3:17][O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[C:25]1[N:33]2[C:28]([CH:29]=[N:30][C:31](OS(C(F)(F)F)(=O)=O)=[N:32]2)=[CH:27][CH:26]=1>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:31]2[N:30]=[CH:29][C:28]3=[CH:27][CH:26]=[C:25]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=4[O:18][CH3:17])[N:33]3[N:32]=2)=[CH:4][C:3]=1[O:9][CH2:10][CH:11]1[CH2:15][CH2:14][CH2:13][N:12]1[CH3:16]

Participants

3

Reactant 2

HCID 540900204-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamineHCID 86661678Trifluoro-methanesulfonic acid 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester

Product 1

HCID 66711870[4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenyl]-[7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-amine

Procedure

Prepared by following a procedure analagous to Example 1220c by using 4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamine and Trifluoro-methanesulfonic acid 7-(2-methoxy-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester. 1H-NMR (DMSO) 69.7 (br s, 1H), 9.6 (s, 1H), 8.9 (s, 1H), 7.75 (d, J=7.5 Hz, 1H), 7.5 (m, 2H), 7.35 (d, J=9.1 Hz, 1H), 7.28 (d, J=9.2 Hz 1H), 7.2 (d, J=8.3 Hz, 1H), 7.1 (t, 1H), 7 (s, 2H), 3.97 (d, 1H), 3.85 (m, 2H), 3.77 (s, 3H), 3.6 (m, 1H), 3.1 (m, 1H), 3 (s, 3H), 2.2 (m, 1H), 2.0 (m, 1H), 1.9 (m, 1H), 1.65 (m, 1H); LC/MS (ESI+): 464 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-f62a7ab526d246d480249293995612b9
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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