HCID 57717561, compound → HCID 57717496, compound

HRID 1984499Notes

Reaction equation

HRID 1984499 reaction equation
[NH2:1][C:2]1[C:11]2=[N:12][N:13]([CH2:20][CH2:21][O:22][CH3:23])[C:14]([CH2:15][C:16]([CH3:19])([OH:18])[CH3:17])=[C:10]2[C:9]2[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=2[N:3]=1>[Pt](=O)=O.FC(F)(F)C(O)=O>[NH2:1][C:2]1[C:11]2=[N:12][N:13]([CH2:20][CH2:21][O:22][CH3:23])[C:14]([CH2:15][C:16]([CH3:19])([OH:18])[CH3:17])=[C:10]2[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1

Participants

4

Reactant 1

HCID 57717561HCID 57717561, compound

Product 1

HCID 57717496HCID 57717496, compoundYield 57.1%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 6422Trifluoroacetic acidSolvent

Procedure

The methods described in Example 586 were used to hydrogenate 1-[4-amino-2-(2-methoxyethyl)-2H-pyrazolo[3,4-c]quinolin-1-yl]-2-methylpropan-2-ol (1.75 g, 5.5 mmol) in the presence of platinum (IV) oxide (1.5 g) and trifluoroacetic acid (20 mL) and purify the product with the modification that before recrystallization, the product was also triturated with acetonitrile. 1-[4-Amino-2-(2-methoxyethyl)-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-c]quinolin-1-yl]-2-methylpropan-2-ol (1.0 g) was obtained as white crystals, mp 163-165° C.

Workup

  1. custompurify the product with the modification
  2. customthat before recrystallization
  3. customthe product was also triturated with acetonitrile

Sources & evidence

ORD record
ord-8ba2e2c75b1845a3ab552122203681fc
Source dataset
uspto-grants-2009_06
Patent number
US07544697B2

Reaction notes

Loading…