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

HRID 2374988Notes

Reaction equation

HRID 2374988 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]([NH:18][C:19]([C:21]3[CH:25]=[CH:24]S[CH:22]=3)=[O:20])[CH3:17])=[CH:14][N:15]=2)=[CH:5][CH:4]=1.NC(C1N=NC(NC2C=CC([O:42]C)=CC=2)=NC=1)C.O1C=CC(C(O)=O)=C1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[N:11]=[N:12][C:13]([CH:16]([NH:18][C:19]([C:21]3[CH:25]=[CH:24][O:42][CH:22]=3)=[O:20])[CH3:17])=[CH:14][N:15]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 102683-Furoic acidHCID 587119996-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine2×HCID 58712012N-[1-(3-{[4-(methyloxy)phenyl]amino)-1,2,4-triazin-6-yl)ethyl]-3-thiophenecarboxamide

Product 1

HCID 58711976N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-3-furancarboxamide

Procedure

In a similar manner as described for Intermediate 57, using 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine (Intermediate 47) (100 mg, 0.41 mmol), and 3-furoic acid (50 mg, 0.45 mmol). Except, that during the saturated sodium bicarbonate solution wash, a solid was formed which was collected by filtration and dried to give N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]-3-furancarboxamide (110 mg) as a yellow solid. MS m/z 340 (M+1).

Workup

  1. washExcept, that during the saturated sodium bicarbonate solution wash
  2. customa solid was formed which
  3. filtrationwas collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-9ec86a7078c54d13abe675b08fae39f1
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

Loading…