1,2-Dichloroethane → N-(4-{5,7-Dimethyl-4-[(3,4,5-trimethoxyphenyl)amino]imidazo[5,1-f][1,2,4]triazin-2-yl}phenyl)acetamide

HRID 1270313Notes

Reaction equation

HRID 1270313 reaction equation
[C:1]([OH:4])(=O)[CH3:2].C1C=CC2N(O)N=NC=2C=1.CN1CCOCC1.C(Cl)CCl.[NH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[N:38]=[C:37]([NH:39][C:40]3[CH:45]=[C:44]([O:46][CH3:47])[C:43]([O:48][CH3:49])=[C:42]([O:50][CH3:51])[CH:41]=3)[C:36]3=[C:52]([CH3:56])[N:53]=[C:54]([CH3:55])[N:35]3[N:34]=2)=[CH:29][CH:28]=1>>[CH3:56][C:52]1[N:53]=[C:54]([CH3:55])[N:35]2[C:36]=1[C:37]([NH:39][C:40]1[CH:41]=[C:42]([O:50][CH3:51])[C:43]([O:48][CH3:49])=[C:44]([O:46][CH3:47])[CH:45]=1)=[N:38][C:33]([C:30]1[CH:29]=[CH:28][C:27]([NH:26][C:1](=[O:4])[CH3:2])=[CH:32][CH:31]=1)=[N:34]2

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 176Acetic AcidHCID 79724-MethylmorpholineHCID 757711-HydroxybenzotriazoleHCID 11742877N-[2-(4-Aminophenyl)-5,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-yl]-N-(3,4,5-trimethoxyphenyl)amine

Product 1

HCID 18449122N-(4-{5,7-Dimethyl-4-[(3,4,5-trimethoxyphenyl)amino]imidazo[5,1-f][1,2,4]triazin-2-yl}phenyl)acetamide

Procedure

14.28 mg (0.24 mmol) of acetic acid, 32.14 mg (0.24 mmol) of HOBt, 72.17 mg (0.71 mmol) of 4-methylmorpholine, 45.6 mg (0.24 mmol) of EDC and 100 mg (0.24 mmol) of N-[2-(4-aminophenyl)-5,7-dimethylimidazo[5,1-f][1,2,4]triazin-4-yl]-N-(3,4,5-trimethoxyphenyl)amine from example 3 are reacted analogously to example 2. The work-up is carried out by HPLC separation.

Workup

  1. customThe work-up is carried out by HPLC separation

Sources & evidence

ORD record
ord-0af941f3bb884ad7a2b21719833e122d
Source dataset
uspto-grants-2007_04
Patent number
US07202243B2

Reaction notes

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