Hydrochloric Acid → HCID 58574452, compound

HRID 1619382Notes

Reaction equation

HRID 1619382 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:24]=[CH:23][N:13]3[C:14](=[O:22])[C:15]([C:18]([O:20]C)=[O:19])=[CH:16][N:17]=[C:12]3[CH:11]=2)[CH:5]=[CH:6][CH:7]=1.[OH-].[Na+].Cl>C1COCC1>[F:1][C:2]1[CH:3]=[C:4]([C:8]#[C:9][C:10]2[CH:24]=[CH:23][N:13]3[C:14](=[O:22])[C:15]([C:18]([OH:20])=[O:19])=[CH:16][N:17]=[C:12]3[CH:11]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 58574808HCID 58574808, compound

Product 1

HCID 58574452HCID 58574452, compoundYield 43.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of methyl 8-((3-fluorophenyl)ethynyl)-4-oxo-4H-pyrido[1,2-a]pyrimidine-3 carboxylate (100 mg, 0.3 mmol, 1 equiv) in 1% NaOH (2.4 mL, 0.6 mmol, 2 equiv) and THF was stirred at room temperature overnight. Then the reaction mixture was adjusted pH to 3 with 10% aq. HCl and filtered to give 40 mg of the desired product. MS (ESI): 309 (MH+).

Workup

  1. filtrationfiltered

Sources & evidence

ORD record
ord-1188104085e94033b632f06c15f2bc9b
Source dataset
uspto-grants-2014_07
Patent number
US08772301B2

Reaction notes

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