Hydrochloric Acid → HCID 10228377, compound

HRID 2213335Notes

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-9731c122e8d64d65a4a990bebec6ff9e
Source dataset: uspto-grants-2006_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07105551B2

Reaction notes

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