Hydrochloric Acid → HCID 22063515, compound

HRID 1828552Notes

Reaction equation

HRID 1828552 reaction equation
[CH:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[N:10]=[C:11]3[CH:25]=[C:24]([CH2:26][CH2:27][C:28]4[S:29][CH:30]=[C:31]([CH:33]([CH3:35])[CH3:34])[N:32]=4)[CH:23]=[CH:22][N:12]3[C:13](=[O:21])[C:14]=2[CH2:15][CH2:16][C:17]([O:19]C)=[O:18])[CH2:4]1)=[O:2].O.[OH-].[Li+].Cl>CO.O1CCCC1.O>[CH:1]([CH:3]1[CH2:8][CH2:7][CH2:6][N:5]([C:9]2[N:10]=[C:11]3[CH:25]=[C:24]([CH2:26][CH2:27][C:28]4[S:29][CH:30]=[C:31]([CH:33]([CH3:35])[CH3:34])[N:32]=4)[CH:23]=[CH:22][N:12]3[C:13](=[O:21])[C:14]=2[CH2:15][CH2:16][C:17]([OH:19])=[O:18])[CH2:4]1)=[O:2]

Participants

7

Reactant 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrateHCID 22063714HCID 22063714, compound2×

Product 1

HCID 22063515HCID 22063515, compoundYield 71%

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

The methyl 3-{2-(3-formylpiperidino)-8-[2-(4-isopropyl-1,3-thiazol-2-yl)ethyl]-4-oxo-4H-pyrido[1,2-a]pyrimidin-3-yl}propanoate (23.1 mg, 0.0451 mmol) obtained in (B) was dissolved in a mixed solution of methanol, tetrahydrofuran and water (1:1:1, 3 ml), added with lithium hydroxide monohydrate (3.8 mg, 0.0901 mmol), and stirred overnight at room temperature. The reaction mixture was added with 1 N hydrochloric acid (0.091 ml) to neutralize the system, and then the solvent was evaporated. The resulting residue was purified by preparative TLC (chloroform:methanol=10:1) to obtain the title compound (15.0 mg, 71%) as lyophilized product.

Workup

  1. customthe solvent was evaporated
  2. customThe resulting residue was purified by preparative TLC (chloroform:methanol=10:1)

Sources & evidence

ORD record
ord-0b373bca791c4e4da3db5cd5be129772
Source dataset
uspto-grants-2006_06
Patent number
US07056917B2

Reaction notes

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