Hydrochloric Acid → HCID 51030560, compound

HRID 517518Notes

Reaction equation

HRID 517518 reaction equation
[ClH:1].[OH:2][NH:3][C:4]([C@@H:6]([N:30]1[CH2:35][CH2:34][N:33]([S:36]([CH3:39])(=[O:38])=[O:37])[CH2:32][CH2:31]1)[CH2:7][NH:8][C:9](=[O:29])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[C:20]([CH3:28])[CH:19]=2)=[CH:12][CH:11]=1)=[O:5]>C(O)(C)C>[ClH:1].[ClH:1].[OH:2][NH:3][C:4]([C@@H:6]([N:30]1[CH2:35][CH2:34][N:33]([S:36]([CH3:39])(=[O:38])=[O:37])[CH2:32][CH2:31]1)[CH2:7][NH:8][C:9](=[O:29])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=[C:20]([CH3:28])[CH:19]=2)=[CH:12][CH:11]=1)=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 51029992HCID 51029992, compound

Product 1

HCID 51030560HCID 51030560, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Procedure

300 μl of a 5/6N solution of hydrochloric acid in isopropanol are added to a solution of 300 mg (0.6 mmol) of N—[(S)-2-hydroxycarbamoyl-2-(4-methane-sulphonylpiperazin-1-yl)ethyl]-4-(2-methylquinolin-4-yl-methoxy)benzamide (prepared as described in example 14.3) in 6 ml of isopropanol. After stirring at ambient temperature for 2 h, the reaction medium is filtered. The solid is rinsed with isopropanol then recrystallized in a water/isopropanol mixture, filtered and dried under vacuum. 261 mg (34%) of N—[(S)-2-hydroxycarbamoyl-2-(4-methanesulphonylpiperazin-1-yl)-ethyl]-4-(2-methylquinolin-4-ylmethoxy)benzamide dihydrochloride are obtained in the form of a white solid.

Workup

  1. filtrationthe reaction medium is filtered
  2. washThe solid is rinsed with isopropanol
  3. customthen recrystallized in a water/isopropanol mixture
  4. filtrationfiltered
  5. customdried under vacuum

Sources & evidence

ORD record
ord-689117fa29544b5a83435d1872d81b54
Source dataset
uspto-grants-2015_08
Patent number
US09115102B2

Reaction notes

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