4-Fluoro-2-methylaniline → HCID 18921717, compound

HRID 1289556Notes

Reaction equation

HRID 1289556 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[CH2:10]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH2:13][CH2:12][N:11]1[C:20]1[C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[N:23]=[C:22]([Cl:30])[N:21]=1>CN(C)C=O>[ClH:30].[CH3:9][C:4]1[CH:3]=[C:2]([F:1])[CH:8]=[CH:7][C:5]=1[NH:6][C:22]1[N:21]=[C:20]([N:11]2[CH2:12][CH2:13][C:14]3[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=3)[CH2:10]2)[C:29]2[CH2:28][CH2:27][CH2:26][CH2:25][C:24]=2[N:23]=1

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 18921761HCID 18921761, compound

Product 1

HCID 18921717HCID 18921717, compoundYield 28.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 4-fluoro-2-methylaniline(0.75 ml, 6.6 mmol) was added to a mixture solution of 4-(1,2,3,4-tetrahydroisoquinolin-2-yl)-2-chloro-5,6,7,8-tetrahydroquinazoline(0.90 g, 3.0 mmol) and dimethylformamide(5 ml), 0.36 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-bd9eece3683b44cca28ddbab1de4d413
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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