HCID 57799841, compound → HCID 136055517, compound

HRID 2101086Notes

Reaction equation

HRID 2101086 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]2[C:16](=[CH:17][C:18]=1[O:19][CH3:20])[C:15]([O:21][CH:22]([CH3:24])[CH3:23])=[N:14][C:13]([NH:25][C:26]1[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=1)=[CH:12]2)C1C=CC=CC=1.[H][H]>[Pd].CO>[CH:22]([O:21][C:15]1[C:16]2[C:11](=[CH:10][C:9]([OH:8])=[C:18]([O:19][CH3:20])[CH:17]=2)[CH:12]=[C:13]([NH:25][C:26]2[CH:30]=[C:29]([CH3:31])[NH:28][N:27]=2)[N:14]=1)([CH3:24])[CH3:23]

Participants

5

Reactant 2

HCID 57799841HCID 57799841, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136055517HCID 136055517, compoundYield 106.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of (6-benzyloxy-1-isopropoxy-7-methoxy-isoquinolin-3-yl)-(5-methyl-1H-pyrazol-3-yl)-amine (300 mg), 10% Pd/C (50 mg) and MeOH (80 ml) was shaken in Parr apparatus for 5 hs under 30-40 psi of hydrogen at room temperature. Then the mixture was passed through a celite pad and the filtrate was concentrated and dried to give 1-Isopropoxy-7-methoxy-3-(5-methyl-1H-pyrazol-3-ylamino)-isoquinolin-6-ol (250 mg). LC-MS: m/e 329 (MH+).

Workup

  1. concentrationthe filtrate was concentrated
  2. customdried

Sources & evidence

ORD record
ord-314ce3f93c68493dae8ef0df559c4728
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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