Hydrochloric Acid → HCID 22380605, compound

HRID 895654Notes

Reaction equation

C([O:5][C:6]([C:8]1[CH:40]=[CH:39][C:11]([CH2:12][C:13]2[CH:38]=[CH:37][CH:36]=[CH:35][C:14]=2[O:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([N:24]3[C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=4[N:26]=[C:25]3[CH2:33][OH:34])[CH2:20][CH2:19]2)=[CH:10][CH:9]=1)=[O:7])C(C)C.[OH-].[Na+].Cl>CO>[C:6]([C:8]1[CH:9]=[CH:10][C:11]([CH2:12][C:13]2[CH:38]=[CH:37][CH:36]=[CH:35][C:14]=2[O:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][CH:21]([N:24]3[C:28]4[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=4[N:26]=[C:25]3[CH2:33][OH:34])[CH2:20][CH2:19]2)=[CH:39][CH:40]=1)([OH:7])=[O:5]

Participants

Conditions

Temperature: 50 °C

Procedure

The 1-[2-[2-(4-isobutyloxycarbonylbenzyl)phenoxy]ethyl]-4-(2-hydroxymethyl-1H-benzimidazol-1-yl)piperidine (49 mg) obtained in Example 103 was dissolved in methanol (0.5 ml), added with 1 N aqueous sodium hydroxide (0.18 ml) and stirred at 50° C. for 2.5 hours. After the reaction mixture was added with 1 N aqueous hydrochloric acid (0.72 ml), the solvent was evaporated under reduced pressure. The residue was purified by LH-20 column chromatography (elution solvent: dichloromethane:methanol=1:1) to obtain 48.3 mg of the title compound as hydrochloride. Yield: 100%.

Workup

customthe solvent was evaporated under reduced pressure
customThe residue was purified by LH-20 column chromatography (elution solvent: dichloromethane:methanol=1:1)

Sources & evidence

ORD record: ord-ceb38d306f1f498bafdae75a3a09172d
Source dataset: uspto-grants-2005_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06916822B2

Reaction notes

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