Potassium Carbonate → Pyrimidine, 5-ethynyl-2-methyl-

HRID 2176103Notes

Reaction equation

HRID 2176103 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([C:8]#[C:9][Si](C)(C)C)=[CH:4][N:3]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[C:8]([C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[N:7][CH:6]=1)#[CH:9]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 66849042HCID 66849042, compound

Product 1

HCID 72212449Pyrimidine, 5-ethynyl-2-methyl-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of the product of example 82A (2.05 g, 10.8 mmol) in methanol (30 mL) was stirred with potassium carbonate (1.49 g, 10.8 mmol) at room temperature. After 2 hours, the reaction mixture was filtered, and the filtrate was concentrated under vacuum to provide the title compound suitable for use in the next step: 1H NMR (300 MHz, methanol-d4) δ ppm 2.69 (s, 3H), 3.34 (s, 1H), 8.75 (s, 2H); MS (ESI) m/z 119 (M+H)+.

Workup

  1. filtrationthe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-92739c3835364b548334843192dc736b
Source dataset
uspto-grants-2015_06
Patent number
US09063126B2

Reaction notes

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