4-Fluoroaniline → 4-(5-chlorothiophen-2-yl)-N-(4-fluorophenyl)-6-methyl-1,3,5-triazin-2-amine

HRID 1508702Notes

Reaction equation

HRID 1508702 reaction equation
Cl[C:2]1[N:7]=[C:6]([C:8]2[S:9][C:10]([Cl:13])=[CH:11][CH:12]=2)[N:5]=[C:4]([CH3:14])[N:3]=1.[F:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1>>[Cl:13][C:10]1[S:9][C:8]([C:6]2[N:5]=[C:4]([CH3:14])[N:3]=[C:2]([NH:20][C:19]3[CH:21]=[CH:22][C:16]([F:15])=[CH:17][CH:18]=3)[N:7]=2)=[CH:12][CH:11]=1

Participants

3

Reactant 2

HCID 97314-FluoroanilineHCID 742210402-Chloro-4-(5-chloro-2-thienyl)-6-methyl-1,3,5-triazine

Product 1

HCID 742210414-(5-chlorothiophen-2-yl)-N-(4-fluorophenyl)-6-methyl-1,3,5-triazin-2-amineYield 24%

Procedure

4-(5-chlorothiophen-2-yl)-N-(4-fluorophenyl)-6-methyl-1,3,5-triazin-2-amine was prepared using 2-chloro-4-(5-chlorothiophen-2-yl)-6-methyl-1,3,5-triazine and 4-fluoroaniline by the method described for Step 3 of EXAMPLE 1 (13 mg, 24% yield). MW=320.77. 1H NMR (300 MHz, CDCl3) δ 7.93 (d, J=4.2 Hz, 1H), 7.64 (dd, J=9, 4.8 Hz, 2H), 7.11 (t, J=8.7 Hz, 2H), 7.01 (d, J=4.2 Hz, 1H), 2.55 (s, 3H).

Sources & evidence

ORD record
ord-f727139a182c4a03aa1b5ad89a004da5
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

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