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Ammonia → 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

HRID 1812146
Notes
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Reaction equation

HRID 1812146 reaction equation
CS(O[CH:6]([C:19]1[CH:20]=[N:21][C:22]([NH:51][C:52]2[CH:53]=[N:54][C:55]([O:58][CH3:59])=[CH:56][CH:57]=2)=[C:23]([C:25]2[N:30]=[C:29]([N:31]([CH2:41][C:42]3[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][CH:43]=3)[CH2:32][C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=3)[N:28]=[C:27]([CH3:50])[N:26]=2)[CH:24]=1)[C:7]1[CH:12]=[CH:11][C:10]([S:13](=[O:18])(=[O:17])[N:14]([CH3:16])[CH3:15])=[CH:9][CH:8]=1)(=O)=O.[NH3:60]>C(Cl)Cl.O1CCOCC1>[NH2:60][CH:6]([C:19]1[CH:20]=[N:21][C:22]([NH:51][C:52]2[CH:53]=[N:54][C:55]([O:58][CH3:59])=[CH:56][CH:57]=2)=[C:23]([C:25]2[N:30]=[C:29]([N:31]([CH2:32][C:33]3[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=3)[CH2:41][C:42]3[CH:47]=[CH:46][C:45]([O:48][CH3:49])=[CH:44][CH:43]=3)[N:28]=[C:27]([CH3:50])[N:26]=2)[CH:24]=1)[C:7]1[CH:12]=[CH:11][C:10]([S:13]([N:14]([CH3:15])[CH3:16])(=[O:18])=[O:17])=[CH:9][CH:8]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 222AmmoniaHCID 86647059(5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)(4-(N,N-dimethylsulfamoyl)phenyl)methyl methanesulfonate

Product 1

HCID 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

Reagents, catalysts & solvents 2

HCID 6344
Dichloromethane
Solvent
HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A solution of (5-(4-(bis(4-methoxybenzyl)amino)-6-methyl-1,3,5-triazin-2-yl)-6-(6-methoxypyridin-3-ylamino)pyridin-3-yl)(4-(N,N-dimethylsulfamoyl)phenyl)methyl methanesulfonate (14.22 mg, 0.017 mmol) in DCM (0.1 mL) was treated with 0.5 M NH3 in dioxane (2 mL). The mixture was allowed to stand overnight, after which time partial conversion to the amine was observed by LCMS. The mixture was then sealed and heated and 80° C. for 2 h, after which time the starting material was consumed. The mixture was concentrated and taken on directly to the next step.

Workup

  1. customThe mixture was then sealed
  2. customafter which time the starting material was consumed
  3. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-ea46aa758de2418c97c49d52f85244b8
Source dataset
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08362241B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes