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

HRID 1262174Notes

Reaction equation

HRID 1262174 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].[C:17]([NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[N:39]3[C:34]([CH:35]=[N:36][C:37](O)=[N:38]3)=[CH:33][CH:32]=2)[CH:26]=1)(=[O:24])=[O:23])([CH3:20])([CH3:19])[CH3:18]>>[C:17]([NH:21][S:22]([C:25]1[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[N:39]3[C:34]([CH:35]=[N:36][C:37]([NH:8][C:5]4[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([O:9][CH2:10][CH:11]5[CH2:15][CH2:14][CH2:13][N:12]5[CH3:16])[CH:4]=4)=[N:38]3)=[CH:33][CH:32]=2)[CH:26]=1)(=[O:23])=[O:24])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 540900204-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamineHCID 178449976HCID 178449976, compound

Product 1

HCID 66711010N-tert-Butyl-3-{2-[4-chloro-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 1255c by using 4-Chloro-3-(1-methyl-pyrrolidin-2-ylmethoxy)-phenylamine and N-tert-Butyl-3-(2-hydroxy-pyrrolo[2,1-f][1,2,4]triazin-7-yl)-benzenesulfonamide. 1H-NMR (DMSO) δ 9.8 (brs, 1H), 9.7 (s, 1H), 9 (s, 1H), 8.6 (s, 1H), 8.3 (d, J=8.0 Hz, 1H), 7.8 (d, J=8.0 Hz, 1H), 7.7 (t, 1H), 7.6 (s, 1H), 7.5 (d, J=8.7 Hz, 1H), 7.4 (m, 2H), 7.2 (d, J=4.7 Hz, 1H), 7.0 (d, J=4.7 Hz, 1H), 4.2 (m, 1H), 4.0 (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), 1.6 (m, 1H); LC/MS (ESI+): 569 (M+H).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-da1f5abfa25f47fca01fc53281c4c890
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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