4-Fluoro-2-methylaniline → HCID 18921664, compound

HRID 1289599Notes

Reaction equation

HRID 1289599 reaction equation
[F:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([CH3:9])[CH:3]=1.[CH3:10][CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][CH2:13][N:12]1[C:21]1[N:30]=[C:29]([Cl:31])[C:28]2[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=2[N:22]=1>CN(C)C=O>[ClH:31].[CH3:9][C:4]1[CH:3]=[C:2]([F:1])[CH:8]=[CH:7][C:5]=1[NH:6][C:29]1[C:28]2[CH2:27][CH2:26][CH2:25][CH2:24][C:23]=2[N:22]=[C:21]([N:12]2[CH2:13][CH2:14][C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:11]2[CH3:10])[N:30]=1

Participants

4

Reactant 2

HCID 679824-Fluoro-2-methylanilineHCID 18921695HCID 18921695, compound

Product 1

HCID 18921664HCID 18921664, compoundYield 31.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

After 4-fluoro-2-methylaniline(0.3 ml, 2.7 mmol) was added to a mixture solution of 2-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)-4-chloro-5,6,7,8-tetrahydroquinazoline(0.35 g, 1.1 mmol) and dimethylformamide(5 ml), 0.15 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-486fee2305bf4b6b9bb1cc4e5d1c4c38
Source dataset
uspto-grants-1998_05
Patent number
US05750531

Reaction notes

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