Hydrochloride methanol → 2-(4,5-Dichloro-2-hydroxyphenylamino)-1-(4-(azetidin-3-yl)piperazin-1-yl)ethanone hydrochloride

HRID 588795Notes

Reaction equation

HRID 588795 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH:9][CH2:10][C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]3[CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]3)[CH2:15][CH2:14]2)=[O:12])=[C:4]([OH:30])[CH:3]=1.Cl.CO>>[ClH:1].[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][C:5]([NH:9][CH2:10][C:11]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]3[CH2:22][NH:21][CH2:20]3)[CH2:15][CH2:14]2)=[O:12])=[C:4]([OH:30])[CH:3]=1

Participants

3

Reactant 2

HCID 21893726Hydrochloride methanolHCID 117616147HCID 117616147, compound

Product 1

HCID 1317344462-(4,5-Dichloro-2-hydroxyphenylamino)-1-(4-(azetidin-3-yl)piperazin-1-yl)ethanone hydrochlorideYield 199.1%

Procedure

A mixture of tert-butyl 3-(4-(2-(4,5-dichloro-2-hydroxyphenylamino)acetyl)piperazin-1-yl)azetidine-1-carboxylate (150 mg, 0.33 mmol) in HCl-MeOH (20 mL, 57 mmol) was stirred at room temperature for 1 h. The mixture was concentrated in vacuo to afford the crude product (130 mg) which was used directly in the next step without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-118fc3e7ba0c4810bd83047c1d40caa9
Source dataset
uspto-grants-2016_01
Patent number
US09227978B2

Reaction notes

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