Hydrochloric Acid → HCID 68277972, compound

HRID 931516Notes

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-bb252b6aefd1408698a8f9c8e4e34d27
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09296732B2

Reaction notes

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