Hydrochloric Acid → Doramapimod hydrochloride

HRID 243815Notes

Reaction equation

HRID 243815 reaction equation
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([O:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:16][CH:15]=2)=[O:12])[N:7]([C:33]2[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[ClH:40]>O>[ClH:40].[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:13][C:14]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]([O:24][CH2:25][CH2:26][N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[CH:16][CH:15]=2)=[O:12])[N:7]([C:33]2[CH:38]=[CH:37][C:36]([CH3:39])=[CH:35][CH:34]=2)[N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 156422Doramapimod

Product 1

HCID 68107492Doramapimod hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 1-(3-tert-butyl-1-p-tolyl-1H-pyrazol-5-yl)-3-(4-(2-morpholinoethoxy)naphthalen-1-yl)urea (6.38 g, 12.1 mmol), 0.1N hydrochloric acid (121 mL) and water (150 mL) was added and dissolved therein. The solvent was removed by lyophilization method to obtain 6.91 g (quantitative) of the captioned compound.

Workup

  1. dissolutiondissolved
  2. customThe solvent was removed by lyophilization method
  3. customto obtain 6.91 g (quantitative) of the captioned compound

Sources & evidence

ORD record
ord-71544e06ce47441885187c4bf413919e
Source dataset
uspto-grants-2014_02
Patent number
US08653304B2

Reaction notes

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