Dimethylamine → HCID 11755938, compound

HRID 750868Notes

Reaction equation

HRID 750868 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.[CH3:35][NH:36][CH3:37]>C1COCC1>[CH3:35][N:36]([CH3:37])[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

Participants

4

Reactant 2

HCID 674DimethylamineHCID 10392549HCID 10392549, compound

Product 1

HCID 11755938HCID 11755938, 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) (100 mg, 0.19 mmol) was reacted with excess dimethylamine (0.14 mL, 0.28 mmol) 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=506 (M++1); Rt=4.99 min. 1H-NMR 400 MHz (CDCl3); δ 3.00-3.20 (s, 6H), 6.89-6.94 (m, 1H), 7.08-7.21 (m, 8H), 7.35 (d, J=2 Hz, 1H).

Sources & evidence

ORD record
ord-7585ab6694ae4565a6ae74cf69d4ed5f
Source dataset
uspto-grants-2008_07
Patent number
US07405221B2

Reaction notes

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