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

HRID 1262177Notes

Reaction equation

HRID 1262177 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][S:18]([C:21]1[CH:22]=[C:23]([C:27]2[N:35]3[C:30]([CH:31]=[N:32][C:33](OS(C(F)(F)F)(=O)=O)=[N:34]3)=[CH:29][CH:28]=2)[CH:24]=[CH:25][CH:26]=1)(=[O:20])=[O:19]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:33]2[N:32]=[CH:31][C:30]3=[CH:29][CH:28]=[C:27]([C:23]4[CH:24]=[CH:25][CH:26]=[C:21]([S:18]([CH3:17])(=[O:20])=[O:19])[CH:22]=4)[N:35]3[N:34]=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 86661685Trifluoro-methanesulfonic acid 7-(3-methanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester

Product 1

HCID 66712460[4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenyl]-[7-(3-methanesulfonyl-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-(3-methanesulfonyl-phenyl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester. 1H-NMR (DMSO) 69.8 (brs, 1H), 9.7 (s, 1H), 9 (s, 1H), 8.6 (s, 1H), 8.4 (d, J=7.9 Hz, 1H), 7.95 (d, J=7.9 Hz, 1H), 7.8 (t, 1H), 7.5 (d, J=8.9 Hz, 1H), 7.4 (m, 2H), 7.3 (d, J=4.7 Hz, 1H), 7 (d, J=4.7 Hz, 1H), 4.2 (m, 2H), 4.0 (m, 1H), 3.8 (m, 1H), 3.6 (m, 1H), 3.3 (s, 3H), 3.1 (m, 1H), 3.0 (s, 3H), 2.2 (m, 1H), 2.0 (m, 1H), 1.9 (m, 1H), 1.6 (m, 1H); LC/MS (ESI+): 512 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4f50caa76822457284fda3ec8019a756
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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