4-Fluoro-2-methylaniline → HCID 67627859, compound

HRID 1289583Notes

Reaction equation

HRID 1289583 reaction equation
[CH3:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH3:10][C:11]1[C:12]([Cl:29])=[N:13][C:14]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C@@H:19]2[CH3:28])=[N:15][C:16]=1[CH3:17]>CN(C)C=O>[ClH:29].[CH3:10][C:11]1[C:12]([NH:4][C:3]2[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=2[CH3:1])=[N:13][C:14]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[C@@H:19]2[CH3:28])=[N:15][C:16]=1[CH3:17]

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 54324573HCID 54324573, compound

Product 1

HCID 67627859HCID 67627859, compoundYield 69.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 2-methyl-4-fluoroaniline(0.82 ml, 7.35 mmol) was added to a mixture solution of (S)-5,6-dimethyl-2-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-4-chloropyrimidine(1.0 g, 3.5 mmol) obtained in the above Step 2 and dimethylformamide (10 ml), 1.0 g of the titled compound was obtained in accordance with the same procedure as in Step 4 of Example 57.

Sources & evidence

ORD record
ord-e4bc252288c142d8bcc8b92e4698434f
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

Loading…