Trifluoroacetic acid → 4-(2-Butyl-4-chloro-5-formyl-imidazol-1-ylmethyl)benzenesulfonamide

HRID 1669541Notes

Reaction equation

HRID 1669541 reaction equation
C([NH:5][S:6]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]([CH:21]=[O:22])=[C:19]([Cl:23])[N:18]=[C:17]2[CH2:24][CH2:25][CH2:26][CH3:27])=[CH:11][CH:10]=1)(=[O:8])=[O:7])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:24]([C:17]1[N:16]([CH2:15][C:12]2[CH:13]=[CH:14][C:9]([S:6]([NH2:5])(=[O:7])=[O:8])=[CH:10][CH:11]=2)[C:20]([CH:21]=[O:22])=[C:19]([Cl:23])[N:18]=1)[CH2:25][CH2:26][CH3:27]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57931396N-t-butyl-4-(2-butyl-4-chloro-5-formylimidazol-1-ylmethyl)benzenesulfonamide

Product 1

HCID 579314034-(2-Butyl-4-chloro-5-formyl-imidazol-1-ylmethyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Intermediate (2b) was dissolved into 60 mL of 1:1 DCM:TFA and heated to 40° C. for 16 hours. The mixture was concentrated under reduced pressure to yield intermediate (2c) as a yellow oil in a quantitative yield. MS m/z: [M+H−] calcd for C15H18ClN3O3S 356.1; found 356.3.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4697c043bebc4daaa7120b866168af59
Source dataset
uspto-grants-2011_08
Patent number
US07989484B2

Reaction notes

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