Imidazole → HCID 178484039, compound

HRID 967223Notes

Reaction equation

HRID 967223 reaction equation
[CH3:1][N:2]([CH2:16][C@H:17]1[CH2:22][CH2:21][C@H:20]([CH2:23]OS(C)(=O)=O)[CH2:19][CH2:18]1)[S:3]([C:6]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=1)(=[O:5])=[O:4].[NH:29]1[CH:33]=[CH:32][N:31]=[CH:30]1.[H-].[Na+]>CN(C)C=O>[N:29]1([CH2:23][C@H:20]2[CH2:21][CH2:22][C@H:17]([CH2:16][N:2]([CH3:1])[S:3]([C:6]3[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][CH:7]=3)(=[O:5])=[O:4])[CH2:18][CH2:19]2)[CH:33]=[CH:32][N:31]=[CH:30]1

Participants

5

Reactant 3

HCID 795ImidazoleHCID 24758Sodium hydrideHCID 178484090HCID 178484090, compound

Product 1

HCID 178484039HCID 178484039, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to the procedure described in example 25.1, trans-methanesulfonic acid 4-{[methyl-(4-trifluoromethyl-benzenesulfonyl)-amino]-methyl}-cyclohexylmethyl ester (example 5.2) was reacted with imidazole in N,N-dimethylformamide in the presence of sodium hydride to yield trans-N-(4-imidazol-1-ylmethyl-cyclohexylmethyl)-N-methyl-4-trifluoromethyl-benzenesulfonamide as colorless solid, MS: 416 (MH+).

Sources & evidence

ORD record
ord-5f51ebfe94a4407bbdefd34b9f41ba68
Source dataset
uspto-grants-2005_10
Patent number
US06953806B2

Reaction notes

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