p-Fluorophenethylamine → 4-chloro-N-[2-(4-fluorophenyl)ethyl]-6-methoxy-1,3,5-triazin-2-amine

HRID 517481

Reaction equation

HRID 517481 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[N:5]=[C:4]([O:9][CH3:10])[N:3]=1.CCN(C(C)C)C(C)C.[F:20][C:21]1[CH:26]=[CH:25][C:24]([CH2:27][CH2:28][NH2:29])=[CH:23][CH:22]=1>C(#N)C>[Cl:8][C:6]1[N:5]=[C:4]([O:9][CH3:10])[N:3]=[C:2]([NH:29][CH2:28][CH2:27][C:24]2[CH:25]=[CH:26][C:21]([F:20])=[CH:22][CH:23]=2)[N:7]=1

Participants

5

Reactant 3

HCID 4653p-FluorophenethylamineHCID 192672,4-Dichloro-6-methoxy-3,5-triazineHCID 81531Diisopropylethylamine

Product 1

HCID 628593054-chloro-N-[2-(4-fluorophenyl)ethyl]-6-methoxy-1,3,5-triazin-2-amine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 10 g of 2,4-dichloro-6-methoxy-1,3,5-triazine in 200 ml of acetonitrile is cooled on an ice bath, 8.73 ml of DIPEA and then 6.56 ml of 2-(4-fluorophenyl)ethanamine are added and the mixture is stirred. The precipitate formed is drained by suction, washed with EtOAc and dried. 13.7 g of the expected compound are obtained.

Workup

  1. customThe precipitate formed
  2. washwashed with EtOAc
  3. customdried

Sources & evidence

ORD record
ord-1124e434b6e64bda8202f8de33eba748
Source dataset
uspto-grants-2015_08
Patent number
US09115121B2

Linked notes

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