4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamine → N-(2-{2-[4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-phenyl)-N-methyl-methanesulfonamide

HRID 1262175Notes

Reaction equation

HRID 1262175 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]([N:21]([CH3:45])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=1[C:28]1[N:36]2[C:31]([CH:32]=[N:33][C:34](OS(C(F)(F)F)(=O)=O)=[N:35]2)=[CH:30][CH:29]=1)(=[O:20])=[O:19]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:34]2[N:33]=[CH:32][C:31]3=[CH:30][CH:29]=[C:28]([C:23]4[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=4[N:21]([CH3:45])[S:18]([CH3:17])(=[O:20])=[O:19])[N:36]3[N:35]=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 86661681Trifluoro-methanesulfonic acid 7-[2-(methanesulfonyl-methyl-amino)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester

Product 1

HCID 46851867N-(2-{2-[4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-phenyl)-N-methyl-methanesulfonamide

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-(methanesulfonyl-methyl-amino)-phenyl]-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester. 1H-NMR (DMSO) δ 9.7 (brs, 1H), 9.6 (s, 1H), 9 (s, 1H), 7.8 (m, 1H), 7.7 (m, 1H), 7.5 (m, 3H), 7.3 (d, 1H), 7.2 (d, J=8.7 Hz , 1H), 7.0 (m, 2H), 3.8 (m, 1H), 3.6 (m, 1H), 3.5 (m, 1H), 3.1 (s, 3H), 3 (s, 3H), 2.8 (s, 3H), 2.2 (m, 1H), 2.0 (m, 1H), 1.9 (m, 1H), 1.7 (m, 1H); LC/MS (ESI+): 541 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-6094bc53adb74686a00d0ac147640507
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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