Hydrochloric Acid → 1-Benzhydryl-3-hydrazinylazetidine hydrochloride

HRID 1473340Notes

Reaction equation

[CH:1]([N:14]1[CH2:17][CH:16]([NH:18][NH:19]C(OC(C)(C)C)=O)[CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:27]>O1CCOCC1>[ClH:27].[CH:1]([N:14]1[CH2:15][CH:16]([NH:18][NH2:19])[CH2:17]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

Conditions

Temperature: 25 °C

Procedure

The title compound was prepared as described in WO2010079443A1. To a mixture of tert-butyl 2-(1-benzhydrylazetidin-3-yl)hydrazinecarboxylate (16 g) and 4 N HCl in dioxane (10 mL/1 g) was stirred at 25° C. for 3 h. The solvent was completely evaporated off to obtain a crude product. The crude product was washed with diethyl ether to obtain a white solid, 1-benzhydryl-3-hydrazinylazetidine hydrochloride (15.5 g). This was used as is for the next step.

Workup

customThe solvent was completely evaporated off
customto obtain a crude product

Sources & evidence

ORD record: ord-8c4001b960b44e07b1ef67cddff96a41
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09012443B2

Reaction notes

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