Hydrochloric Acid → 6-(3-(2-(2-hydroxyethylamino)ethoxy)-5-methyl-1H-pyrazol-1-yl)naphthalen-2-ol hydrochloride

HRID 453273Notes

Reaction equation

HRID 453273 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([N:13]1[C:17]([CH3:18])=[CH:16][C:15]([O:19][CH2:20][CH2:21][NH:22][CH2:23][CH2:24][OH:25])=[N:14]1)[CH:7]=[CH:6]2.[ClH:26]>>[ClH:26].[OH:25][CH2:24][CH2:23][NH:22][CH2:21][CH2:20][O:19][C:15]1[CH:16]=[C:17]([CH3:18])[N:13]([C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=2)[CH:4]=[C:3]([OH:2])[CH:12]=[CH:11]3)[N:14]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 44464684HCID 44464684, compound

Product 1

HCID 669170256-(3-(2-(2-hydroxyethylamino)ethoxy)-5-methyl-1H-pyrazol-1-yl)naphthalen-2-ol hydrochlorideYield 81%

Procedure

A solution of 2-(2-(1-(6-methoxynaphthalen-2-yl)-5-methyl-1H-pyrazol-3-yloxy)ethylamino)etanol (104 mg, 0.307 mmol) in HCl conc. (4 ml) was heated to reflux during 7 hrs. Then, it was cooled and evaporated to dryness in a rotavapor, the crude residue was washed with ethyl ether and 91 mg of 6-(3-(2-(2-hydroxyethylamino)ethoxy)-5-methyl-1H-pyrazol-1-yl)naphthalen-2-ol hydrochloride were obtained as a solid with a melting point=115-118° C. (yield: 81%)

Workup

  1. temperatureto reflux during 7 hrs
  2. temperatureThen, it was cooled
  3. customevaporated to dryness in a rotavapor
  4. washthe crude residue was washed with ethyl ether

Sources & evidence

ORD record
ord-8a7910a8527a4971b254509059f6b0af
Source dataset
uspto-grants-2013_07
Patent number
US08492425B2

Reaction notes

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