Hydrochloric Acid → (4-Fluorophenyl)(2-(piperazin-1-yl)pyrimidin-5-yl)methanone

HRID 1498844Notes

Reaction equation

HRID 1498844 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:9]=[N:10][C:11]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)=[N:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.Cl>O1CCOCC1>[F:1][C:2]1[CH:28]=[CH:27][C:5]([C:6]([C:8]2[CH:9]=[N:10][C:11]([N:14]3[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]3)=[N:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118023371HCID 118023371, compound

Product 1

HCID 118022709(4-Fluorophenyl)(2-(piperazin-1-yl)pyrimidin-5-yl)methanoneYield 90.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of tert-butyl 4-(5-(4-fluorobenzoyl)pyrimidin-2-yl)piperazine-1-carboxylate (8.2 g, 21.24 mmol) in dioxane (50 mL) was added HCl in dioxane (4 M, 20 mL). The reaction mixture was stirred at RT overnight. LCMS showed the reaction was completed. The mixture was concentrated to get the title compound as a light yellow solid (5.5 g, 90%). MS (ES+) C15H15FN4O requires: 286. found: 287 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-b35c0e9897dc4767b5efa24714bbb4cb
Source dataset
uspto-grants-2015_12
Patent number
US09200002B2

Reaction notes

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