Hydrochloric Acid → Phenyl(2-((pyridin-3-yloxy)methyl)piperazin-1-yl)methanone dihydrochloride

HRID 1487739Notes

Reaction equation

HRID 1487739 reaction equation
[ClH:1].O1CCOCC1.OC(C(F)(F)F)=O.[C:15]([N:23]1[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[CH2:25][CH:24]1[CH2:36][O:37][C:38]1[CH:39]=[N:40][CH:41]=[CH:42][CH:43]=1)(=[O:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>>[ClH:1].[ClH:1].[C:16]1([C:15]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH:24]2[CH2:36][O:37][C:38]2[CH:39]=[N:40][CH:41]=[CH:42][CH:43]=2)=[O:22])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131728856HCID 131728856, compound

Product 1

HCID 66796661Phenyl(2-((pyridin-3-yloxy)methyl)piperazin-1-yl)methanone dihydrochlorideYield 98%

Procedure

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to tert-butyl 4-(benzoyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate TFA salt (89.5 mg, 0.175 mmol). After 12 h, the reaction mixture was concentrated under reduced pressure, yielding 63.8 mg (98%) of the desired product as a white solid. LC-MS: RT=3.05 min, [M+H]+=298.1.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-dfb358368b3c46cd9c959d2a7178817b
Source dataset
uspto-grants-2016_08
Patent number
US09428522B2

Reaction notes

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