Potassium Iodide → N2-[1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl]-N2,N4,N4-trimethyl-2,4-pyrimidinediamine

HRID 1937414Notes

Reaction equation

HRID 1937414 reaction equation
[I-].[K+].[CH3:3][N:4]([CH:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)[C:5]1[N:10]=[C:9]([N:11]([CH3:13])[CH3:12])[CH:8]=[CH:7][N:6]=1.Cl[CH2:21][CH2:22][CH2:23][CH:24]([C:32]1[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=1)[C:25]1[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=1>>[F:31][C:28]1[CH:27]=[CH:26][C:25]([CH:24]([C:32]2[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=2)[CH2:23][CH2:22][CH2:21][N:17]2[CH2:18][CH2:19][CH:14]([N:4]([CH3:3])[C:5]3[N:10]=[C:9]([N:11]([CH3:12])[CH3:13])[CH:8]=[CH:7][N:6]=3)[CH2:15][CH2:16]2)=[CH:30][CH:29]=1

Participants

4

Reactant 3

HCID 4875Potassium IodideHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 53854017N2,N4,N4-trimethyl-N2-(4-piperidinyl)-2,4-pyrimidinediamine

Product 1

HCID 53914323N2-[1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl]-N2,N4,N4-trimethyl-2,4-pyrimidinediamine

Procedure

Using the same procedure as describe in example B.1 and adding a small amount of potassium iodide to the reaction mixture, intermediate 2 was reacted with 1,1′-(4-chlorobutylidene)bis[4-fluorobenzene] to form N2-[1-[4,4-bis(4-fluorophenyl)butyl]-4-piperidinyl]-N2,N4,N4-trimethyl-2,4-pyrimidinediamine (comp. 44, mp. 106.3° C.).

Sources & evidence

ORD record
ord-70a4ede76b9c4fc5bf4b2bc2bb840921
Source dataset
uspto-grants-2002_05
Patent number
US06395742B1

Reaction notes

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