1,4-Dioxane hydrochloride → HCID 66717741, compound

HRID 2359784Notes

Reaction equation

C([O:5][C:6](=[O:46])[CH2:7][N:8]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([CH:22]([CH2:33][C:34]2[CH:39]=[CH:38][C:37]([C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)=[CH:36][CH:35]=2)[NH:23][S:24]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)(=[O:26])=[O:25])[N:17]=1)C(OC(C)(C)C)=O)(C)(C)C.[ClH:47].O1CCOCC1>C(Cl)Cl>[ClH:47].[C:37]1([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH:36]=[CH:35][C:34]([CH2:33][CH:22]([NH:23][S:24]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)(=[O:25])=[O:26])[C:18]2[N:17]=[C:16]([NH:8][CH2:7][C:6]([OH:46])=[O:5])[CH:21]=[CH:20][CH:19]=2)=[CH:39][CH:38]=1

Participants

Conditions

Temperature: 50 °C

Procedure

To a solution of tert-butyl({6-[(biphenyl-4-ylmethyl)(pyridin-3-ylsulfonyl)aminomethyl]pyridin-2-yl}tert-butoxycarbonylamino)acetate (931 mg, 1.44 mmol) obtained in Example 6-(a) in methylene chloride (14.4 ml) was added a 4N hydrogen chloride/1,4-dioxane solution (7.2 ml), and the mixture was left at room temperature for 16 hours. Further, it was stirred at 50° C. for 2 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure, followed by addition of methylene chloride to the residue, and a precipitated solid was collected by filtration. The resulting solid was dried under reduced pressure at room temperature to afford the title compound (760 mg) as a white solid. (Yield: 94%)

Workup

customAfter completion of the reaction
concentrationthe reaction solution was concentrated under reduced pressure
additionfollowed by addition of methylene chloride to the residue
filtrationa precipitated solid was collected by filtration
customThe resulting solid was dried under reduced pressure at room temperature

Sources & evidence

ORD record: ord-4b77a44133a2415e9469ac63aa5f326e
Source dataset: uspto-grants-2014_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08685986B2

Reaction notes

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