Trifluoroacetic acid → 4-(amino(5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylbenzenesulfonamide trifluoroacetate

HRID 1812147Notes

Reaction equation

HRID 1812147 reaction equation
[NH2:1][CH:2]([C:15]1[CH:16]=[N:17][C:18]([NH:47][C:48]2[CH:49]=[N:50][C:51]([O:54][CH3:55])=[CH:52][CH:53]=2)=[C:19]([C:21]2[N:26]=[C:25]([N:27](CC3C=CC(OC)=CC=3)CC3C=CC(OC)=CC=3)[N:24]=[C:23]([CH3:46])[N:22]=2)[CH:20]=1)[C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH3:14])[CH3:13])(=[O:11])=[O:10])=[CH:5][CH:4]=1.[C:56]([OH:62])([C:58]([F:61])([F:60])[F:59])=[O:57]>>[F:59][C:58]([F:61])([F:60])[C:56]([OH:62])=[O:57].[NH2:1][CH:2]([C:15]1[CH:16]=[N:17][C:18]([NH:47][C:48]2[CH:49]=[N:50][C:51]([O:54][CH3:55])=[CH:52][CH:53]=2)=[C:19]([C:21]2[N:26]=[C:25]([NH2:27])[N:24]=[C:23]([CH3:46])[N:22]=2)[CH:20]=1)[C:3]1[CH:8]=[CH:7][C:6]([S:9]([N:12]([CH3:14])[CH3:13])(=[O:11])=[O:10])=[CH:5][CH:4]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 666116764-(Amino(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-YL)-6-(6-methoxypyridin-3-ylamino)pyridin-3-YL)methyl)-N,N-dimethylbenzenesulfonamide

Product 1

HCID 666116124-(amino(5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylbenzenesulfonamide trifluoroacetate

Procedure

A solution of 4-(amino(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylbenzenesulfonamide (12.88 mg, 0.017 mmol) in TFA (1 mL) was heated at 100° C. in a sealed tube for 4 h, after which time reaction was complete. The mixture was concentrated and purified by prep HPLC to give 4-(amino(5-(4-amino-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)methyl)-N,N-dimethylbenzenesulfonamide trifluoroacetate (3.2 mg). m/z (ESI, +ve ion) 522 (M+H)+.

Workup

  1. customafter which time reaction
  2. concentrationThe mixture was concentrated
  3. custompurified by prep HPLC

Sources & evidence

ORD record
ord-c6c1c1c5d3df450498f2f09d5841a22c
Source dataset
uspto-grants-2013_01
Patent number
US08362241B2

Reaction notes

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