Hydrochloric Acid → HCID 68902596, compound

HRID 1619196Notes

Reaction equation

HRID 1619196 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[C:7]1([C:17]#N)[CH2:16][CH2:15][C:10]2([O:14][CH2:13][CH2:12][O:11]2)[CH2:9][CH2:8]1.[OH-:19].[Na+].C[OH:22].Cl>C1COCC1>[N:3]1[CH:4]=[CH:5][CH:6]=[N:1][C:2]=1[C:7]1([C:17]([OH:22])=[O:19])[CH2:8][CH2:9][C:10]2([O:11][CH2:12][CH2:13][O:14]2)[CH2:15][CH2:16]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 59030552HCID 59030552, compound

Product 1

HCID 68902596HCID 68902596, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 8-pyrimidin-2-yl-1,4-dioxa-spiro[4,5]decane-8-carbonitrile (220 mg, 0.897 mmol) in THF (1.3 mL) was added 25% aqueous NaOH (2.3 mL) and MeOH (1.3 mL). After being refluxed for 5.5 h, the reaction was cooled, adjusted to pH 7 (3 N aqueous HCl, ˜5 mL), and extracted (3×EtOAc). The combined organics were dried (Na2SO4) and concentrated under reduced pressure to provide crude 8-pyrimidin-2-yl-1,4-dioxa-spiro[4,5]decane-8-carboxylic acid as a white solid.

Workup

  1. temperatureAfter being refluxed for 5.5 h
  2. temperaturethe reaction was cooled
  3. extractionextracted (3×EtOAc)
  4. dry with materialThe combined organics were dried (Na2SO4)
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-389edc2eac9147f0bf7669e40decfba1
Source dataset
uspto-grants-2014_07
Patent number
US08772296B2

Reaction notes

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