Trifluoroacetic acid → HCID 117864715, compound

HRID 1486357Notes

Reaction equation

HRID 1486357 reaction equation
C(OC(=O)[NH:7][C:8]([CH3:38])([CH2:35][CH2:36][CH3:37])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:34])=[N:15][N:16]2[C:21]([O:22][CH2:23][C:24]3[C:29]([F:30])=[CH:28][CH:27]=[CH:26][C:25]=3[F:31])=[CH:20][C:19]([O:32][CH3:33])=[CH:18][C:17]=12)=[O:12])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C:8]([CH3:38])([CH2:35][CH2:36][CH3:37])[CH2:9][NH:10][C:11]([C:13]1[C:14]([CH3:34])=[N:15][N:16]2[C:21]([O:22][CH2:23][C:24]3[C:25]([F:31])=[CH:26][CH:27]=[CH:28][C:29]=3[F:30])=[CH:20][C:19]([O:32][CH3:33])=[CH:18][C:17]=12)=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117864629HCID 117864629, compound

Product 1

HCID 117864715HCID 117864715, compoundYield 53%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 118 mg (0.157 mmol, 73% purity) of rac-{1-[({7-[(2,6-difluorobenzyl)oxy]-5-methoxy-2-methylpyrazolo[1,5-a]pyridin-3-yl}carbonyl)amino]-2-methylpentan-2-yl}carbamic acid tert-butyl ester (Example 164A) in 12 ml of dichloromethane was admixed with 1.5 ml of trifluoroacetic acid. The resulting mixture was stirred at room temperature for two hours. The reaction mixture was concentrated under reduced pressure and the remaining residue was purified by preparative HPLC chromatography (Method 21), which gave 37 mg (53% yield) of product.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe remaining residue was purified by preparative HPLC chromatography (Method 21), which

Sources & evidence

ORD record
ord-e36d272505384636b756510c38f1ee72
Source dataset
uspto-grants-2016_08
Patent number
US09422285B2

Reaction notes

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