1,4-Dioxane hydrochloride → (1-(5-benzylpyrimidin-2-yl)piperazin-2-yl)methanol HCl salt

HRID 522686Notes

Reaction equation

HRID 522686 reaction equation
[CH2:1]([C:8]1[CH:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH:15]2[CH2:27][OH:28])=[N:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:29].O1CCOCC1>>[ClH:29].[CH2:1]([C:8]1[CH:9]=[N:10][C:11]([N:14]2[CH2:19][CH2:18][NH:17][CH2:16][CH:15]2[CH2:27][OH:28])=[N:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 118023191Tert-butyl 4-(5-benzylpyrimidin-2-yl)-3-(hydroxymethyl)piperazine-1-carboxylate

Product 1

HCID 118022704(1-(5-benzylpyrimidin-2-yl)piperazin-2-yl)methanol HCl saltYield 100%

Procedure

A solution of tert-butyl 4-(5-benzylpyrimidin-2-yl)-3-(hydroxymethyl)piperazine-1-carboxylate (400 mg, 1.042 mmol) in 4 M HCl/dioxane (20 mL) was stirred at room temperature for 2 h. The reaction mixture was concentrated under reduced pressure to afford (1-(5-benzylpyrimidin-2-yl)piperazin-2-yl)methanol HCl salt (294 mg, 100%). MS (ES+) C16H20N4O requires: 284, found: 285 [M+H]+.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-3eb68415f905475fa54a5190c9390344
Source dataset
uspto-grants-2016_05
Patent number
US09334263B2

Reaction notes

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