Piperidine → HCID 10482581, compound

HRID 750867Notes

Reaction equation

HRID 750867 reaction equation
CS([C:5]1[N:10]=[C:9]([O:11][C:12]2[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=2)[C:8]([C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[CH:22][CH:21]=2)=[C:7]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=2[Cl:34])[N:6]=1)(=O)=O.[NH:35]1[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1>C1COCC1>[N:35]1([C:5]2[N:10]=[C:9]([O:11][C:12]3[CH:17]=[CH:16][C:15]([F:18])=[C:14]([F:19])[CH:13]=3)[C:8]([C:20]3[CH:21]=[CH:22][C:23]([Cl:26])=[CH:24][CH:25]=3)=[C:7]([C:27]3[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:28]=3[Cl:34])[N:6]=2)[CH2:40][CH2:39][CH2:38][CH2:37][CH2:36]1

Participants

4

Reactant 2

HCID 8082PiperidineHCID 10392549HCID 10392549, compound

Product 1

HCID 10482581HCID 10482581, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-Methylsulfonyl-4-(3,4-difluorophenoxy)-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)pyrimidine (from Example 20) (30 mg, 0.06 mmol) was reacted with excess piperidine (0.5 mL) in THF in a sealed tube at 60° C. overnight by general procedure described in Example 103 to afford the title compound: HPLC/MS: m/e=546 (M++1); Rt=5.36 min. 1H-NMR 400 MHz (CDCl3); δ 0.85-0.95 (m, 2H), 1.71-1.59 (m, 2H), 1.60-1.69 (m, 2H), 3.55-3.65 (s, 4H), 6.89-6.94 (m, 1H), 7.08-7.21 (m, 8H), 7.35 (d, J=2 Hz, 1H).

Sources & evidence

ORD record
ord-2674f8fca9764a1d8cce893c5f0c21a5
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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