4-Fluoro-2-methylaniline → HCID 18921698, compound

HRID 1289577Notes

Reaction equation

HRID 1289577 reaction equation
[CH3:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[CH2:10]([C:12]1[N:17]=[C:16]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]2[CH3:28])[N:15]=[C:14]([Cl:29])[CH:13]=1)[CH3:11]>CN(C)C=O>[ClH:29].[CH2:10]([C:12]1[N:17]=[C:16]([N:18]2[CH2:27][CH2:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]2[CH3:28])[N:15]=[C:14]([NH:4][C:3]2[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=2[CH3:1])[CH:13]=1)[CH3:11]

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 18921747HCID 18921747, compound

Product 1

HCID 18921698HCID 18921698, compoundYield 38.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 2-methyl-4-fluoroaniline(1.1 ml, 10.2 mmol) was added to a mixture solution of 6-ethyl-2-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-4-chloropyrimidine(2.0 g, 7.0 mmol) and dimethylformamide(10 ml), 1.1 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-9fb19719a271434eba0e5415a0694f02
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

Loading…