Lithium hydroxide, monohydrate → HCID 86618438, compound

HRID 2098808Notes

Reaction equation

HRID 2098808 reaction equation
[Cl:1][C:2]1[N:3]=[C:4]([N:22]2[CH2:27][CH2:26][O:25][CH2:24][CH2:23]2)[C:5]2[S:10][C:9]([C:11]3[CH:12]=[C:13]([C:17]([O:19]CC)=[O:18])[CH:14]=[N:15][CH:16]=3)=[CH:8][C:6]=2[N:7]=1.O.[OH-].[Li+]>C1COCC1.O>[Cl:1][C:2]1[N:3]=[C:4]([N:22]2[CH2:23][CH2:24][O:25][CH2:26][CH2:27]2)[C:5]2[S:10][C:9]([C:11]3[CH:12]=[C:13]([C:17]([OH:19])=[O:18])[CH:14]=[N:15][CH:16]=3)=[CH:8][C:6]=2[N:7]=1

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86618440Ethyl 5-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)pyridine-3-carboxylate

Product 1

HCID 86618438HCID 86618438, compoundYield 111.9%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl 5-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)pyridine-3-carboxylate (240 mg) and 27 mg of lithium hydroxide monohydrate were dissolved in 4 mL of THF and 4 mL of H2O. The reaction was stirred for 2 h at room temperature. The mixture was evaporated, and then added H2O. The mixture was acidified with 1N HCl to pH=2˜3. The resulting solid was filtered and washed with H2O to yield 5-(2-chloro-4-morpholinothieno[3,2-d]pyrimidin-6-yl)pyridine-3-carboxylic acid (250 mg).

Workup

  1. customThe mixture was evaporated
  2. filtrationThe resulting solid was filtered
  3. washwashed with H2O

Sources & evidence

ORD record
ord-7bac43a1cfc745aa934b4341be9fd9fc
Source dataset
uspto-grants-2013_05
Patent number
US08450315B2

Reaction notes

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