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

HRID 549689Notes

Reaction equation

HRID 549689 reaction equation
[ClH:1].O1CCOCC1.OC(C(F)(F)F)=O.[N:15]1([C:21]([N:23]2[CH2:28][CH2:27][N:26](C(OC(C)(C)C)=O)[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])[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CO>[ClH:1].[ClH:1].[O:18]1[CH2:19][CH2:20][N:15]([C:21]([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])[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131728848HCID 131728848, compound

Product 1

HCID 66796713Morpholino(2-((pyridin-3-yloxy)methyl)piperazin-1-yl)methanone dihydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4 M HCl in 1,4-dioxane (6 mL, 24 mmol) was added to a solution of tert-butyl 4-(morpholine-4-carbonyl)-3-((pyridin-3-yloxy)methyl)piperazine-1-carboxylate TFA salt (20.0 mg, 0.038 mmol) in MeOH (1 mL). After 1 h, the reaction mixture was concentrated under reduced pressure, yielding 14.5 mg (99%) of the desired product. LC-MS: RT=1.49 min, [M+H]+=307.1.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c03a8860a2894b5e829ce806ac29ef7b
Source dataset
uspto-grants-2011_05
Patent number
US07943622B2

Reaction notes

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