4-Fluoroaniline → HCID 9931758, compound

HRID 1264895Notes

Reaction equation

HRID 1264895 reaction equation
[CH3:1][C:2]1[C:3]([N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([F:20])[CH:16]=3)[CH:11]2[CH3:21])=[N:4][C:5]([Cl:9])=[N:6][C:7]=1[CH3:8].[F:22][C:23]1[CH:29]=[CH:28][C:26]([NH2:27])=[CH:25][CH:24]=1>CN(C)C=O>[ClH:9].[CH3:1][C:2]1[C:3]([N:10]2[CH2:19][CH2:18][C:17]3[C:12](=[CH:13][CH:14]=[C:15]([F:20])[CH:16]=3)[CH:11]2[CH3:21])=[N:4][C:5]([NH:27][C:26]2[CH:28]=[CH:29][C:23]([F:22])=[CH:24][CH:25]=2)=[N:6][C:7]=1[CH3:8]

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 18613767HCID 18613767, compound

Product 1

HCID 9931758HCID 9931758, compoundYield 61.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The same procedures as in Step 2 of Example 3 above were repeated using 5,6-dimethyl-2-chloro-4-(1-methyl-6-fluoro-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine (0.1 g, 0.33 mmol), dimethylformamide (5 ml), and 4-fluoroaniline (0.08 ml, 0.84 mmol) to afford 84 mg (61%) of the titled compound.

Sources & evidence

ORD record
ord-1426fd8277d44634ac92213a05b93d4a
Source dataset
uspto-grants-2003_04
Patent number
US06545008B1

Reaction notes

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