Hydrochloric Acid → HCID 67058926, compound

HRID 1665438Notes

Reaction equation

[OH:1][C@H:2]([CH2:28][NH:29][C:30]([CH3:43])([CH3:42])[CH2:31][C:32]1[CH:41]=[CH:40][C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:33]=1)[CH2:3][N:4]([CH3:27])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=[CH:21][C:22]([O:24]CC)=[O:23])[CH:15]=1)(=[O:7])=[O:6].O.[OH-].[K+].Cl>O1CCCC1>[OH:1][C@H:2]([CH2:28][NH:29][C:30]([CH3:43])([CH3:42])[CH2:31][C:32]1[CH:41]=[CH:40][C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:33]=1)[CH2:3][N:4]([CH3:27])[S:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([CH:20]=[CH:21][C:22]([OH:24])=[O:23])[CH:15]=1)(=[O:7])=[O:6]

Participants

Conditions

Temperature: 50 °C

Procedure

Ethyl (R)-3-(2′-(N-(2-hydroxy-3-(2-methyl-1-(naphthalen-2-yl)propan-2-ylamino)propyl)-N-methylsulfamoyl)biphenyl-3-yl)acrylate synthesized from Example 3-1 Step A was dissolved in tetrahydrofuran (4 mL), water (1 mL) and potassium hydroxide (five granules) were added thereto followed by stirring at 50° C. for 1 day. The residue was neutralized with 2N hydrochloric acid, and extracted with diethyl ether. The organic layer was washed with brine, dried over anhydrous sodium sulfate and the solvent was distilled off under reduced pressure. Thus obtained residue was purified by HPLC to obtain the target compound (3.7 mg).

Workup

extractionextracted with diethyl ether
washThe organic layer was washed with brine
dry with materialdried over anhydrous sodium sulfate
distillationthe solvent was distilled off under reduced pressure
customThus obtained residue was purified by HPLC

Sources & evidence

ORD record: ord-932b44e3acce45b895ef9040e68bf5c9
Source dataset: uspto-grants-2011_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08039514B2

Reaction notes

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