Triethylamine → HCID 58711966, compound

HRID 2374886Notes

Reaction equation

HRID 2374886 reaction equation
Br[C:2]1[CH:3]=[C:4]([CH:29]=[CH:30][CH:31]=1)[C:5]([NH:7][CH:8]([C:10]1[N:15]=[N:14][C:13]([NH:16][C:17]2[CH:22]=[C:21]([O:23][CH3:24])[C:20]([O:25][CH3:26])=[C:19]([O:27][CH3:28])[CH:18]=2)=[N:12][CH:11]=1)[CH3:9])=[O:6].NC(C1N=NC(NC2C=C(OC)C(OC)=C(OC)C=2)=NC=1)C.[CH3:54][O:55][C:56](C1C=C(C=CC=1)C(O)=O)=[O:57].C(N(CC)CC)C>CN(C)C=O>[CH3:24][O:23][C:21]1[CH:22]=[C:17]([NH:16][C:13]2[N:14]=[N:15][C:10]([CH:8]([NH:7][C:5]([C:4]3[CH:3]=[C:2]([CH:31]=[CH:30][CH:29]=3)[C:56]([O:55][CH3:54])=[O:57])=[O:6])[CH3:9])=[CH:11][N:12]=2)[CH:18]=[C:19]([O:27][CH3:28])[C:20]=1[O:25][CH3:26]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 6018803-(Methoxycarbonyl)benzoic acidHCID 534044296-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine2×HCID 587119543-bromo-N-(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)benzamide

Product 1

HCID 58711966HCID 58711966, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In a similar manner as described for Intermediate 18, 6-(1-aminoethyl)-N-(3,4,5-trimethoxyphenyl)-1,2,4-triazin-3-amine (Intermediate 9) (0.17 g, 0.56 mmol), 3-(methoxycarbonyl)benzoic acid (0.18 g, 0.62 mmol), O-(7-azabenzotriazol-1-yl-N,N,N′N′-tetramethyluronium hexafluorophospahte (0.24 g, 0.62 mmol) and triethylamine (0.17 mL, 1.2 mmol) in N,N-dimethylformamide (5 mL) gave methyl 3-{[(1-{3-[(3,4,5-trimethoxyphenyl)amino]-1,2,4-triazin-6-yl}ethyl)amino]carbonyl}benzoate (0.26 g) as a white solid. MS m/z 468 (M+1).

Sources & evidence

ORD record
ord-d6a691d05aa34e56877af5820ed0d167
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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