P-Anisidine → HCID 20401845, compound

HRID 1980556Notes

Reaction equation

Cl[C:2]1[C:7]([N:8]2[C:12]([CH2:13]Cl)=[N:11][C:10]([C:15]([OH:17])=[O:16])=[N:9]2)=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:23]([NH2:24])=[CH:22][CH:21]=1>>[CH3:18][O:19][C:20]1[CH:26]=[CH:25][C:23]([N:24]2[C:2]3[N:3]=[CH:4][CH:5]=[CH:6][C:7]=3[N:8]3[N:9]=[C:10]([C:15]([OH:17])=[O:16])[N:11]=[C:12]3[CH2:13]2)=[CH:22][CH:21]=1

Participants

Reactant 2

HCID 7732P-Anisidine

HCID 13519249HCID 13519249, compound

Product 1

HCID 20401845HCID 20401845, compound

Procedure

using 10.00 g (0.037 mol) of 1-(2-chloro-3-pyridyl)-5-(chloromethyl)-1H-1,2,4-triazole-3-carboxylic acid and 15.80 g (0.128 mol) of 4-methoxyaniline there is obtained 5-(4-methoxyphenyl)-4,5-dihydropyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazine-2-carboxylic acid and the methyl ester thereof which, after recrystallisation from methylene chloride/isopropanol, melts at 190°-196°;

Sources & evidence

ORD record: ord-2a270df9bbfe47c8a1c2471601959014
Source dataset: uspto-grants-1985_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04510141

Reaction notes

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