Hydrochloric Acid → HCID 59258938, compound

HRID 2389961Notes

Reaction equation

HRID 2389961 reaction equation
[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([NH:17][CH2:18][CH3:19])[N:14]=[C:15]([CH3:16])[C:10]=3[CH:9]=[C:8]([CH2:20][CH2:21][C:22]([O:24]CC)=[O:23])[C:7]2=[O:27])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Li+].Cl>C1COCC1.O>[CH:1]1([N:6]2[C:11]3[N:12]=[C:13]([NH:17][CH2:18][CH3:19])[N:14]=[C:15]([CH3:16])[C:10]=3[CH:9]=[C:8]([CH2:20][CH2:21][C:22]([OH:24])=[O:23])[C:7]2=[O:27])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 59258849HCID 59258849, compound

Product 1

HCID 59258938HCID 59258938, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 3-(8-cyclopentyl-2-(ethylamino)-4-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)propanoate (167 mg, 0.45 mmole) was dissolved in THF (5 ml) in a reaction vial equipped with a stir bar. Lithium hydroxide (35 mg, 1.46 mmole) was dissolved in water (5 ml) and then added to the reaction vial. The reaction mixture was stirred at ambient temperature for 3 h. The volatiles were removed under reduced pressure to a white solid residue. Aqueous hydrochloric acid (3.26 mmole, 3.26 ml of 1.0 M solution) was added. The white solid was collected by filtration as the title compound (125 mg, 81% yield).

Workup

  1. customvial equipped with a stir bar
  2. additionadded to the reaction vial
  3. customThe volatiles were removed under reduced pressure to a white solid residue

Sources & evidence

ORD record
ord-3cc3f6c9e6614ee981b07bf8e5a1c3a9
Source dataset
uspto-grants-2012_09
Patent number
US08273755B2

Reaction notes

Loading…