Hydrochloric Acid → HCID 22934055, compound

HRID 1269723Notes

Reaction equation

HRID 1269723 reaction equation
C([O:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[CH:17]2)=[O:12])C1C=CC=CC=1.Cl>CO.[Pd]>[OH:8][CH2:9][CH2:10][C:11]([NH:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][N:18]=[CH:17]2)=[O:12]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22933629HCID 22933629, compound

Product 1

HCID 22934055HCID 22934055, compoundYield 58%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(benzyloxy)-N-(1H-indazol-5-yl)propanamide (500 mg, 1.69 mmol) in methanol (100 ml) were added 1N-hydrochloric acid and 10% Pd—C (70 mg), and catalytic reduction was carried out at ordinary temperature and atmospheric pressure. After completion of the reaction, the catalyst was filtered off and the filtrate was concentrated under reduced pressure. The resulting residue was dissolved in a mixture of chloroform and methanol, followed by adding thereto hexane. The solid precipitated was collected by filtration and dried under reduced pressure to obtain 3-hydroxy-N-(1H-indazol-5-yl)propanamide (201 mg, 58%).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. dissolutionThe resulting residue was dissolved in a mixture of chloroform and methanol
  5. additionby adding
  6. customThe solid precipitated
  7. filtrationwas collected by filtration
  8. customdried under reduced pressure

Sources & evidence

ORD record
ord-3327a2897bb0474faac3910aea121e5f
Source dataset
uspto-grants-2007_04
Patent number
US07199147B2

Reaction notes

Loading…