Hydrochloric Acid → HCID 68278120, compound

HRID 1526886Notes

Reaction equation

HRID 1526886 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][N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1)(=[O:20])=[O:19].[ClH:34]>>[ClH:34].[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][N:28]2[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]2)=[CH:23][CH:22]=1)(=[O:19])=[O:20]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 68277912HCID 68277912, compound

Product 1

HCID 68278120HCID 68278120, compoundYield 68%

Procedure

A solution of methyl 4-(5-methyl-4-((4-(piperidin-1-ylmethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoate (2 g, 2.65 mmol, 1.00 equiv, 62%) in 6N hydrochloric acid (50 mL) was refluxed overnight. The resulting mixture was concentrated under vacuum and the residue was washed with 20 mL of ethyl acetate and 20 mL of ether. The solid was dried in a vacuum oven to give 1.2 g (68%) of 4-(5-methyl-4-((4-(piperidin-1-ylmethyl)phenylsulfonyl)methyl)oxazol-2-yl)benzoic acid hydrochloride as an off-white solid. LC-MS: (ES, m/z): 496 [M+CH3CN+H]+, 455 [M+H]+

Workup

  1. concentrationThe resulting mixture was concentrated under vacuum
  2. washthe residue was washed with 20 mL of ethyl acetate and 20 mL of ether
  3. customThe solid was dried in a vacuum oven

Sources & evidence

ORD record
ord-bb63aae6b6824d4ba8bc4b6d6640931e
Source dataset
uspto-grants-2015_07
Patent number
US09085570B2

Reaction notes

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