2-Phenylpropionic acid → N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]-2-phenylpropanamide

HRID 2374982Notes

Reaction equation

HRID 2374982 reaction equation
COC1C=CC(NC2N=NC(C(NC(C3CCOCC3)=O)C)=CN=2)=CC=1.[NH2:27][CH:28]([C:30]1[N:35]=[N:34][C:33]([NH:36][C:37]2[CH:42]=[CH:41][C:40]([O:43][CH3:44])=[CH:39][CH:38]=2)=[N:32][CH:31]=1)[CH3:29].[C:45]1([CH:51]([CH3:55])[C:52](O)=[O:53])[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=1>>[CH3:44][O:43][C:40]1[CH:41]=[CH:42][C:37]([NH:36][C:33]2[N:34]=[N:35][C:30]([CH:28]([NH:27][C:52](=[O:53])[CH:51]([C:45]3[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=3)[CH3:55])[CH3:29])=[CH:31][N:32]=2)=[CH:38][CH:39]=1

Participants

4

Reactant 3

HCID 102962-Phenylpropionic acidHCID 58711939N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]tetrahydro-2H-pyran-4-carboxamideHCID 587119996-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine2×

Product 1

HCID 58711994N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]-2-phenylpropanamideYield 86.6%

Procedure

In a similar manner as described for Intermediate 50, using 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine (Intermediate 47) (100 mg, 0.41 mmol), and 2-phenylpropionic acid (0.061 mL, 0.45 mmol), except the reaction was stirred for 15 h, to give N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-2-phenylpropanamide (134 mg) as: a yellow solid. MS m/z 376 (M−1).

Sources & evidence

ORD record
ord-b05f36dd166e4aed834cff02f084415f
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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