Trifluoroacetic acid → HCID 57531394, compound

HRID 1455777Notes

Reaction equation

HRID 1455777 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:16]=[C:15]([C:17]2[CH2:22][CH2:21][N:20](C(OC(C)(C)C)=O)[CH2:19][CH:18]=2)[C:14]([CH2:30][O:31][C:32]2[CH:37]=[C:36]([CH:38]([CH3:40])[CH3:39])[CH:35]=[CH:34][C:33]=2[CH3:41])=[C:13]([CH3:42])[N:12]=1)[CH3:2].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH2:9][CH3:10])[C:4]=1[C:11]1[N:12]=[C:13]([CH3:42])[C:14]([CH2:30][O:31][C:32]2[CH:37]=[C:36]([CH:38]([CH3:39])[CH3:40])[CH:35]=[CH:34][C:33]=2[CH3:41])=[C:15]([C:17]2[CH2:22][CH2:21][NH:20][CH2:19][CH:18]=2)[N:16]=1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57531550HCID 57531550, compound

Product 1

HCID 57531394HCID 57531394, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(2-(2,6-diethylphenyl)-5-((5-isopropyl-2-methylphenoxy)methyl)-6-methylpyrimidin-4-yl)-5,6-dihydropyridine-1(2H)-carboxylate (741 mg, 1.3 mmol) in anhydrous CH2Cl2 (2 mL) at 0° C. is added TFA (2 mL). The mixture is then stirred a room temperature for 16 h. After removal of the solvent and excess of TFA under reduced pressure, the residue is neutralized with sat. NaHCO3, and extracted with CH2Cl2. The extracts are dried over anhydrous MgSO4, concentrated and purified by silica gel column chromatography to provide the desired product. [mass expected (469.7); mass found (M+1: 470.6)].

Workup

  1. customAfter removal of the solvent
  2. extractionextracted with CH2Cl2
  3. dry with materialThe extracts are dried over anhydrous MgSO4
  4. concentrationconcentrated
  5. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-136d88a6c9724c209a5f4ce2540b0c58
Source dataset
uspto-grants-2009_01
Patent number
US07482350B2

Reaction notes

Loading…