Hydrochloric Acid → HCID 10228377, compound

HRID 2116610Notes

Reaction equation

C([O:3][C:4](=[O:36])[C:5]([CH3:35])([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:15]([C:18]2[S:22][C:21]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([F:32])([F:31])[F:30])=[CH:25][CH:24]=3)=[N:20][C:19]=2[CH3:33])[CH2:16][CH3:17])=[CH:10][C:9]=1[CH3:34])[CH3:6])C.[OH-].[Na+].Cl>C1COCC1.C(O)C>[CH3:6][C:5]([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:15]([C:18]2[S:22][C:21]([C:23]3[CH:24]=[CH:25][C:26]([C:29]([F:31])([F:30])[F:32])=[CH:27][CH:28]=3)=[N:20][C:19]=2[CH3:33])[CH2:16][CH3:17])=[CH:10][C:9]=1[CH3:34])([CH3:35])[C:4]([OH:36])=[O:3]

Participants

Conditions

Temperature: 80 °C

Procedure

To a solution of example 26 (1.1 g, 2.17 mmol) in THF/ethanol (1/1) was added 1N NaOH (10 mmol, 4.6 eq). The resulting mixture was stirred at 80° C. for 1.5 hour, and after cooling at room temperature 1N HCl (10 mmol, 4.6 eq) was added. The resulting mixture was concentrated in vacuo, and the residue was sonicated in water/EtOH. The resulting solid was filtered off and washed with water, diluted HCl, and water to give the title compound (680 mg, 1.38 mmol) in a 64% yield as a white powder.

Workup

additionwas added
concentrationThe resulting mixture was concentrated in vacuo
customthe residue was sonicated in water/EtOH
filtrationThe resulting solid was filtered off
washwashed with water, diluted HCl, and water

Sources & evidence

ORD record: ord-f18524bd6eb943699e1932d187af9fd7
Source dataset: uspto-grants-2008_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07439259B2

Reaction notes

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