4-Fluoro-2-methylaniline → HCID 69954748, compound

HRID 1289512Notes

Reaction equation

HRID 1289512 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]([N:19]2[CH2:28][CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C@@H:20]2[CH3:29])=[N:13][C:14]([Cl:18])=[N:15][C:16]=1[CH3:17]>CN(C)C=O>[ClH:18].[CH3:10][C:11]1[C:12]([N:19]2[CH2:28][CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[C@@H:20]2[CH3:29])=[N:13][C:14]([NH:4][C:3]2[CH:5]=[CH:6][C:7]([F:9])=[CH:8][C:2]=2[CH3:1])=[N:15][C:16]=1[CH3:17]

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 54298115HCID 54298115, compound

Product 1

HCID 69954748HCID 69954748, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 2-methyl-4-fluoroaniline(1.1 ml, 9.9 mmol) was added to a mixture solution of (S)-5,6-dimethyl-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-2-chloropyrimidine(1.4 g, 4.8 mmol) obtained in the above Step 1 and dimethylformamide (10 ml), 0.90 g of the title compound was obtained in accordance with the same procedure as in Step 2 of Example 1.

Sources & evidence

ORD record
ord-0fd9a438025b46c19aebe08be701e02e
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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