Trifluoroacetic acid → HCID 18536197, compound

HRID 412130Notes

Reaction equation

HRID 412130 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[N:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[N:33]([CH2:34][C:35]3[CH:40]=[CH:39][C:38]([C:41]#[N:42])=[C:37]([F:43])[CH:36]=3)[CH:32]=[N:31][CH:30]=2)[CH2:24][C:23]1=[O:44])C1C=CC=CC=1.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[H][H]>CO.CCOC(C)=O.[Pd]>[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].[OH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[C:15]1[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][C:16]=1[N:22]1[CH2:27][CH2:26][N:25]([CH2:28][C:29]2[N:33]([CH2:34][C:35]3[CH:40]=[CH:39][C:38]([C:41]#[N:42])=[C:37]([F:43])[CH:36]=3)[CH:32]=[N:31][CH:30]=2)[CH2:24][C:23]1=[O:44]

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 18536008HCID 18536008, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18536197HCID 18536197, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

To a solution of the benzyl ether from Step F (402 mg, 0.647 mmol) in 5 mL of 1:1 MeOH/EtOAc was added trifluoroacetic acid (0.10 mL) and 10% palladium on carbon (200 mg). The solution was stirred under a balloon atmosphere of hydrogen at room temperature. After 16 hours, the solution was filtered through celite, and the filter pad was rinsed with 1:1 MeOH/EtOAc. Concentration in vacuo provided the titled product as a white foam.

Workup

  1. filtrationthe solution was filtered through celite
  2. washthe filter pad was rinsed with 1:1 MeOH/EtOAc
  3. concentrationConcentration in vacuo

Sources & evidence

ORD record
ord-e7057ff2f3a44e3fa5264a158d964091
Source dataset
uspto-grants-2003_05
Patent number
US06562823B1

Reaction notes

Loading…