Sulfuryl chloride → 2-{2,5-bis(trifluoromethyl)phenyl}amino-5-chloro-3-cyclohexyl-6-trifluoromethyl-4(3H)-pyrimidinone

HRID 1266206Notes

Reaction equation

HRID 1266206 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:12])([F:11])[F:10])=[CH:5][C:4]=1[NH:13][C:14]1[N:19]([CH:20]2[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21]2)[C:18](=[O:26])[CH:17]=[C:16]([C:27]([F:30])([F:29])[F:28])[N:15]=1.S(Cl)([Cl:36])(=O)=O>>[F:32][C:2]([F:31])([F:1])[C:3]1[CH:8]=[CH:7][C:6]([C:9]([F:11])([F:10])[F:12])=[CH:5][C:4]=1[NH:13][C:14]1[N:19]([CH:20]2[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]2)[C:18](=[O:26])[C:17]([Cl:36])=[C:16]([C:27]([F:28])([F:29])[F:30])[N:15]=1

Participants

3

Reactant 2

HCID 24648Sulfuryl chlorideHCID 185492282-{2,5-bis(trifluoromethyl)phenyl}amino-3-cyclohexyl-6-trifluoromethyl-4(3H)-pyrimidinone

Product 1

HCID 185492302-{2,5-bis(trifluoromethyl)phenyl}amino-5-chloro-3-cyclohexyl-6-trifluoromethyl-4(3H)-pyrimidinoneYield 93%

Procedure

In accordance with the method of Example 25, chlorination of 2-{2,5-bis(trifluoromethyl)phenyl}amino-3-cyclohexyl-6-trifluoromethyl-4(3H)-pyrimidinone (80 mg, 0.18 mmol) was carried out using sulfuryl chloride to obtain white solid of 2-{2,5-bis(trifluoromethyl)phenyl}amino-5-chloro-3-cyclohexyl-6-trifluoromethyl-4(3H)-pyrimidinone [Compound No. 65].

Sources & evidence

ORD record
ord-97993bd5b1574f82ba060ee4a01b59a7
Source dataset
uspto-grants-2003_04
Patent number
US06548511B1

Reaction notes

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