4-Fluoroaniline → HCID 18921745, compound

HRID 1289572Notes

Reaction equation

HRID 1289572 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][CH:3]=1.[CH3:9][C:10]1[N:15]=[C:14]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]2[CH3:26])[N:13]=[C:12]([Cl:27])[CH:11]=1>CN(C)C=O>[ClH:27].[CH3:9][C:10]1[N:15]=[C:14]([N:16]2[CH2:25][CH2:24][C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH:17]2[CH3:26])[N:13]=[C:12]([NH:6][C:5]2[CH:7]=[CH:8][C:2]([F:1])=[CH:3][CH:4]=2)[CH:11]=1

Participants

4

Reactant 2

HCID 97314-FluoroanilineHCID 18921675HCID 18921675, compound

Product 1

HCID 18921745HCID 18921745, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 4-fluoroaniline(0.8 ml, 8.4 mmol) was added to a mixture solution of 6-methyl-2-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-4-chloropyrimidine(1.5 g, 5.5 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-0f4c9f4bf874419aa2a9824809e63302
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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