Hydrochloric Acid → HCID 89996088, compound

HRID 1480858Notes

Reaction equation

HRID 1480858 reaction equation
[CH:1]1([C:4]#[C:5][C:6]2[C:7]([C:14]([O:16]C)=[O:15])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=2)[CH2:3][CH2:2]1.[OH-].[Na+].Cl>CO>[CH:1]1([C:4]#[C:5][C:6]2[C:7]([C:14]([OH:16])=[O:15])=[N:8][C:9]([S:12][CH3:13])=[N:10][CH:11]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 89996041HCID 89996041, compound

Product 1

HCID 89996088HCID 89996088, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 5-(cyclopropylethynyl)-2-(methylthio)pyrimidine-4-carboxylate (Preparation 183, 520 mg 2.1 mmole) was dissolved in methanol (8 mL) and 2M sodium hydroxide (1.6 mL, 3.2 mmole) was added. The reaction was stirred at room temperature for 3 hours. The reaction was cooled in ice and 2M hydrochloric acid (1.6 mL) was added. The deposited solid was filtered, washed with water and dried to afford the title compound (387 mg, 78%).

Workup

  1. temperatureThe reaction was cooled in ice
  2. filtrationThe deposited solid was filtered
  3. washwashed with water
  4. customdried

Sources & evidence

ORD record
ord-ef384a29cac546f58f1408748fc64f57
Source dataset
uspto-grants-2016_08
Patent number
US09409907B2

Reaction notes

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