1-(4-Fluorophenyl)piperazine → HCID 86587515, compound

HRID 1838203Notes

Reaction equation

HRID 1838203 reaction equation
[NH2:1][CH:2]1[N:7]=[C:6](Br)[C:5]([C:9]#[N:10])=[C:4]([CH3:11])[N:3]1[SH:12].[F:13][C:14]1[CH:19]=[CH:18][C:17]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[CH:16][CH:15]=1.C(N(C(C)C)C(C)C)C>O1CCOCC1>[NH2:1][CH:2]1[N:7]=[C:6]([N:23]2[CH2:22][CH2:21][N:20]([C:17]3[CH:16]=[CH:15][C:14]([F:13])=[CH:19][CH:18]=3)[CH2:25][CH2:24]2)[C:5]([C:9]#[N:10])=[C:4]([CH3:11])[N:3]1[SH:12]

Participants

5

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 81531DiisopropylethylamineHCID 86587516HCID 86587516, compound

Product 1

HCID 86587515HCID 86587515, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to the procedure described in example 20b, 2-amino-4-bromo-6-methyl-sulfanyl-pyrimidine-5-carbonitrile (see example 69) was treated with 1-(4-fluorophenyl)-piperazine in dioxane in the presence of N-ethyl-diisopropylamine at room temperature during 36 hours to yield 2-amino-4-[4-(4-fluoro-phenyl)-piperazin-1-yl]-6-methyl-sulfanyl-pyrimidine-5-carbonitrile as a yellow powder; MS: [M+H]+=345.

Sources & evidence

ORD record
ord-6a2c606b7a3f4bef8a1c9ba55971a7cf
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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