Triethylamine → HCID 58711944, compound

HRID 2374874Notes

Reaction equation

HRID 2374874 reaction equation
[NH2:1][CH:2]([C:4]1[N:9]=[N:8][C:7]([NH:10][C:11]2[CH:16]=[C:15]([O:17][CH3:18])[C:14]([O:19][CH3:20])=[C:13]([O:21][CH3:22])[CH:12]=2)=[N:6][CH:5]=1)[CH3:3].[CH3:23][C:24]([CH3:38])([CH3:37])[C:25]([NH:27][C:28]1[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=1[C:30](O)=[O:31])=[O:26].C(N(CC)CC)C>CN(C)C=O>[CH3:23][C:24]([CH3:38])([CH3:37])[C:25]([NH:27][C:28]1[CH:36]=[CH:35][CH:34]=[CH:33][C:29]=1[C:30]([NH:1][CH:2]([C:4]1[N:9]=[N:8][C:7]([NH:10][C:11]2[CH:12]=[C:13]([O:21][CH3:22])[C:14]([O:19][CH3:20])=[C:15]([O:17][CH3:18])[CH:16]=2)=[N:6][CH:5]=1)[CH3:3])=[O:31])=[O:26]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 124858042-(2,2-Dimethylpropanamido)benzoic acidHCID 534044296-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine2×

Product 1

HCID 58711944HCID 58711944, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner as described for Intermediate 18 (below), 6-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine (Intermediate 9) (0.050 g, 0.16 mmol) 2-[(2,2-dimethylpropanoyl)amino]benzoic acid (0.040 g, 0.18 mmol), O-(7-azabenzotriazol-1-yl-N,N,N′N′-tetramethyluronium hexafluorophospahte (0.068 g, 0.18 mmol) and triethylamine (0.048 mL, 0.34 mmol) in N,N-dimethylformamide (1.0 mL) gave 2-[(2,2-dimethylpropanoyl)amino]-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide (0.040 g) as a white solid. MS m/z 509 (M+1).

Sources & evidence

ORD record
ord-7f25944f78c94aa196bc8d63532a6154
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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