1-(4-Fluorophenyl)piperazine → HCID 18753296, compound

HRID 1838198Notes

Reaction equation

HRID 1838198 reaction equation
Cl[C:2]1[C:7]([C:8]#[N:9])=[C:6]([Cl:10])[N:5]=[C:4]([N:11]([CH:13]2[CH2:15][CH2:14]2)C)[N:3]=1.[F:16][C:17]1[CH:22]=[CH:21][C:20]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)=[CH:19][CH:18]=1.[CH2:29](N(C(C)C)C(C)C)C>O1CCOCC1>[Cl:10][C:6]1[C:7]([C:8]#[N:9])=[C:2]([N:26]2[CH2:27][CH2:28][N:23]([C:20]3[CH:19]=[CH:18][C:17]([F:16])=[CH:22][CH:21]=3)[CH2:24][CH2:25]2)[N:3]=[C:4]([NH:11][CH2:13][CH:15]2[CH2:14][CH2:29]2)[N:5]=1

Participants

5

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 81531DiisopropylethylamineHCID 18753265HCID 18753265, compound

Product 1

HCID 18753296HCID 18753296, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

In analogy to the procedure described in example 20b, 4,6-dichloro-2-(cyclopropyl-methyl-amino)-pyrimidine-5-carbonitrile (example 63a) was treated with 1-(4-fluoro-phenyl)-piperazine in the presence of N-ethyl-diisopropylamine in dioxane at 90° C. to yield 4-chloro-2-(cyclopropylmethyl-amino)-6-[4-(4-fluoro-phenyl)-piperazin-1-yl]-pyrimidine-5-carbonitrile as an amorphous, white solid; MS: [M+H]+=387.

Sources & evidence

ORD record
ord-041fc6afae174a80b699361a8bd8c189
Source dataset
uspto-grants-2004_01
Patent number
US06673795B2

Reaction notes

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