Trifluoroacetic acid → HCID 178516956, compound

HRID 1716326Notes

Reaction equation

HRID 1716326 reaction equation
[F:1][C:2]([F:50])([F:49])[C:3]1[CH:48]=[CH:47][C:6]2[NH:7][C:8]([C:10]3[CH:15]=[CH:14][C:13]([S:16]([CH:19]4[CH2:25][CH2:24][CH2:23][CH2:22][N:21]([O:26]C(C5C=CC=CC=5)(C5C=CC=CC=5)C5C=CC=CC=5)[C:20]4=[O:46])(=[O:18])=[O:17])=[CH:12][CH:11]=3)=[N:9][C:5]=2[CH:4]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[OH:26][N:21]1[CH2:22][CH2:23][CH2:24][CH2:25][CH:19]([S:16]([C:13]2[CH:12]=[CH:11][C:10]([C:8]3[NH:7][C:6]4[CH:47]=[CH:48][C:3]([C:2]([F:50])([F:49])[F:1])=[CH:4][C:5]=4[N:9]=3)=[CH:15][CH:14]=2)(=[O:18])=[O:17])[C:20]1=[O:46]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178516957HCID 178516957, compound

Product 1

HCID 178516956HCID 178516956, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4-(5-trifluoromethyl-1H-benzoimidazol-2-yl)-benzenesulfonyl]-1-trityloxy-azepan-2-one prepared from step H (8.2 mg, 0.0117 mmol) in 0.75 ml of anhydrous CH2Cl2 was added 0.75 ml of TFA and the resulting solution was stirred for 30 min. After TLC indicated the completion of the reaction (<30 min), the reaction mixture was concentrated under reduced pressure to gave a crude material, which was then purified by a column chromatography (0˜5% MeOH in EtOAc and CH2Cl2 1:1). MS: 454.0 (M+H)+, 476.0 (M+Na)+.

Workup

  1. customthe completion of the reaction (<30 min)
  2. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c5a95e3c179c49f4848dc7742efe207b
Source dataset
uspto-grants-2010_09
Patent number
US07803793B2

Reaction notes

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