4-Fluoro-2-methylaniline → HCID 18921688, compound

HRID 1289547Notes

Reaction equation

HRID 1289547 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[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)[CH2:20]2)=[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)[CH2:20]2)=[N:13][C:14]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([F:1])=[CH:3][C:4]=2[CH3:9])=[N:15][C:16]=1[CH3:17]

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 183157432-Chloro-5,6-dimethyl-4-(1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine

Product 1

HCID 18921688HCID 18921688, compoundYield 44%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 4-fluoro-2-methylaniline(0.8 ml, 7 mmol) was added to a mixture solution of 5,6-dimethyl-4-(1,2,3,4-tetrahydroisoquinoline-2-yl)-2-chloropyrimidine(1.0 g, 3.6 mmol) and dimethylformamide(10 ml), 0.58 g of the titled compound was obtained in accordance with the same procedure as in Step 2 of Example 1.

Sources & evidence

ORD record
ord-30635b55fe3b4612b8864467ffc3ab54
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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