Hydrochloric Acid → HCID 68277972, compound

HRID 1526901Notes

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 68278111HCID 68278111, compound

Product 1

HCID 68277972HCID 68277972, compoundYield 96%

Procedure

A solution of methyl 4-(5-methyl-4-((4-(3-morpholinopropyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoate (2.0 g, 4.02 mmol, 1.00 equiv) in 6N hydrochloric acid (80 mL) was refluxed overnight. The reaction mixture was cooled to room temperature and concentrated under vacuum to give 2.0 g (96%) of 4-(5-methyl-4-((4-(3-morpholinopropyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoic acid hydrochloride as a white solid. LC-MS: (ES, m/z): 485 [M+H]+.

Workup

concentrationconcentrated under vacuum

Sources & evidence

ORD record: ord-f4bb3d6b0efb453c9f3e858344a8acfd
Source dataset: uspto-grants-2015_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09085570B2

Reaction notes

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