Trifluoroacetic acid → N-(2-Aminoacetyl)-4-(2-butyl-4-chloro-5-formyl-imidazol-1-ylmethyl)benzenesulfonamide

HRID 1516467Notes

Reaction equation

HRID 1516467 reaction equation
C(OC(=O)[NH:7][CH2:8][C:9]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]2[C:26]([CH:27]=[O:28])=[C:25]([Cl:29])[N:24]=[C:23]2[CH2:30][CH2:31][CH2:32][CH3:33])=[CH:17][CH:16]=1)(=[O:14])=[O:13])=[O:10])(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[NH2:7][CH2:8][C:9]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([CH2:21][N:22]2[C:26]([CH:27]=[O:28])=[C:25]([Cl:29])[N:24]=[C:23]2[CH2:30][CH2:31][CH2:32][CH3:33])=[CH:17][CH:16]=1)(=[O:13])=[O:14])=[O:10]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57931394{2-[4-(2-Butyl-4-chloro-5-formylimidazol-1-ylmethyl)benzenesulfonylamino]-2-oxoethyl}carbamic acid t-butyl ester

Product 1

HCID 57931395N-(2-Aminoacetyl)-4-(2-butyl-4-chloro-5-formyl-imidazol-1-ylmethyl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Intermediate (2d) (5.6 g) was dissolved into 20 mL 30% TFA:DCM and stirred at room temperature for 2 hours. The mixture was concentrated under reduced pressure to yield the title compound as an oil in a quantitative yield. MS m/z: [M+H+] calcd for C17H21ClN4O4S 413.1; found 413.3.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-d42675ad60554c1eb76c8535c1ca4003
Source dataset
uspto-grants-2012_07
Patent number
US08227497B2

Reaction notes

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