Hydrochloric Acid → HCID 67503622, compound

HRID 19415

Reaction equation

HRID 19415 reaction equation
C(OC(=O)[NH:7][CH:8]([C:16](=[O:28])[NH:17][C:18]1[CH:22]=[CH:21][N:20]([CH2:23][C:24]([OH:27])([CH3:26])[CH3:25])[N:19]=1)[CH2:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)(C)(C)C.[ClH:30]>CO>[ClH:30].[NH2:7][CH:8]([CH2:9][CH:10]1[CH2:15][CH2:14][O:13][CH2:12][CH2:11]1)[C:16]([NH:17][C:18]1[CH:22]=[CH:21][N:20]([CH2:23][C:24]([OH:27])([CH3:25])[CH3:26])[N:19]=1)=[O:28]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66898741[1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-2-(tetrahydro-pyran-4-yl)-ethyl]-carbamic acid t-butyl ester

Product 1

HCID 67503622HCID 67503622, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of [1-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-ylcarbamoyl]-2-(tetrahydro-pyran-4-yl)-ethyl]-carbamic acid t-butyl ester (3.2 g, 7.8 mmol) in methanol (150 mL) was treated with hydrogen chloride gas for 2 min at 0° C. and then stirred at room temperature for 1 h. After this time the mixture was concentrated in vacuo and the residue treated with acetonitrile (50 mL). The mixture was concentrated in vacuo which afforded 2-amino-N-[1-(2-hydroxy-2-methyl-propyl)-1H-pyrazol-3-yl]-3-(tetrahydro-pyran-4-yl)-propionamide hydrochloride (3.0 g, 100%) as a white solid.

Workup

  1. concentrationAfter this time the mixture was concentrated in vacuo
  2. additionthe residue treated with acetonitrile (50 mL)
  3. concentrationThe mixture was concentrated in vacuo which

Sources & evidence

ORD record
ord-9a703a7a4178498f8c275dbd4a58d637
Source dataset
uspto-grants-2010_06
Patent number
US07741327B2

Linked notes

Loading…