3-Fluorobenzoyl chloride → HCID 58711984, compound

HRID 2375003Notes

Reaction equation

HRID 2375003 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]3O[CH:23]=[CH:24][CH:25]=3)=[O:20])[CH3:17])=[CH:14][N:15]=2)=[CH:5][CH:4]=1.NC(C1N=NC(NC2C=CC(OC)=CC=2)=NC=1)C.[F:44][C:45]1C=C(C=C[CH:53]=1)C(Cl)=O>>[F:44][C:45]1[CH:53]=[C:21]([CH:25]=[CH:24][CH:23]=1)[C:19]([NH:18][CH:16]([C:13]1[N:12]=[N:11][C:10]([NH:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[N:15][CH:14]=1)[CH3:17])=[O:20]

Participants

4

Reactant 3

HCID 743763-Fluorobenzoyl chlorideHCID 58711967HCID 58711967, compoundHCID 587119996-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine2×

Product 1

HCID 58711984HCID 58711984, compound

Procedure

In a similar manner as described for Intermediate 59, using 6-(1-aminoethyl)-N-[4-(methyloxy)phenyl]-1,2,4-triazin-3-amine (Intermediate 47) (100 mg, 0.41 mmol), and 3-fluorobenzoyl chloride (0.059 mL, 0.45 mmol) to afford 3-fluoro-N-[1-(3-{[4-(methyloxy)phenyl]amino}-1,2,4-triazin-6-yl)ethyl]benzamide (130 mg) as a yellow solid. MS m/z 368 (M+1).

Sources & evidence

ORD record
ord-4e61d485a82d4afb87d511cddbe775c5
Source dataset
uspto-grants-2008_12
Patent number
US07462614B2

Reaction notes

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