3-[(1-Methylpyrrolidin-2-yl)methoxy]aniline → N-tert-Butyl-3-{2-[3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-benzenesulfonamide

HRID 1262171Notes

Reaction equation

HRID 1262171 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][CH:3]1[CH2:7][O:8][C:9]1[CH:10]=[C:11]([NH2:15])[CH:12]=[CH:13][CH:14]=1.[C:16]([NH:20][S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[N:38]3[C:33]([CH:34]=[N:35][C:36](S(C)=O)=[N:37]3)=[CH:32][CH:31]=2)[CH:25]=1)(=[O:23])=[O:22])([CH3:19])([CH3:18])[CH3:17]>>[C:16]([NH:20][S:21]([C:24]1[CH:29]=[CH:28][CH:27]=[C:26]([C:30]2[N:38]3[C:33]([CH:34]=[N:35][C:36]([NH:15][C:11]4[CH:12]=[CH:13][CH:14]=[C:9]([O:8][CH2:7][CH:3]5[CH2:4][CH2:5][CH2:6][N:2]5[CH3:1])[CH:10]=4)=[N:37]3)=[CH:32][CH:31]=2)[CH:25]=1)(=[O:22])=[O:23])([CH3:19])([CH3:17])[CH3:18]

Participants

3

Reactant 2

HCID 574160663-[(1-Methylpyrrolidin-2-yl)methoxy]anilineHCID 66711063N-tert-Butyl-3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide

Product 1

HCID 66711830N-tert-Butyl-3-{2-[3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamino]-pyrrolo[2,1-f][1,2,4]triazin-7-yl}-benzenesulfonamide

Procedure

Prepared by following a procedure analagous to Example 251c by using 3-(1-Methyl-pyrrolidin-2-ylmethoxy)-phenylamine and N-tert-Butyl-3-(2-methanesulfinyl-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide. 1H-NMR (DMSO) 6 , 9.8 (brs, 1H), 9.4 (9.6, 1H), 9.1 (s, 1H), 8.4 (m, 2H), 7.9 (d, J=7.9 Hz, 1H), 7.7 (t, 1H), 7.6 (s, 1H), 7.5 (d, J=7.9 Hz, 1H), 7.4 (s, 1H), 7.3 (t, 1H), 7.2 (d, J=4.8 Hz, 1H), 7 (d, J=4.8 Hz, 1H), 6.6 (d, 1H), 4.2 (m, 1H), 4.1 (m, 1H), 3.8 (m, 1H), 3.6 (m, 1H), 3.1 (m, 1H), 3.0 (s, 3H), 2.2 (m, 1H), 2.0 (m, 1H), 1.9 (m, 1H), 1.8 (m, 1H), 1.1 (s, 9H); LC/MS (ESI+): 535 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8dc5917a25ef47f89a56ea7c803db688
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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