Hydrochloric Acid → 2-Methoxymethyl-thiazolo[5,4-b]pyridin-6-yl-carboxylic acid

HRID 2227671Notes

Reaction equation

HRID 2227671 reaction equation
C[O:2][C:3]([C:5]1[CH:6]=[C:7]2[N:13]=[C:12]([CH2:14][O:15][CH3:16])[S:11][C:8]2=[N:9][CH:10]=1)=[O:4].[OH-].[Na+].Cl>C(O)C>[CH3:16][O:15][CH2:14][C:12]1[S:11][C:8]2[C:7]([N:13]=1)=[CH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:10][N:9]=2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18412416Methyl 2-methoxymethyl-thiazolo[5,4-b]pyridine-6-carboxylate

Product 1

HCID 184124392-Methoxymethyl-thiazolo[5,4-b]pyridin-6-yl-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1.1 g (4.62 mmol) of methyl-2-methoxymethylthiazolo[5,4-b]pyridine-6-carboxylate and 9.2 ml of 2N sodium hydroxide solution were stirred into 50 ml of ethanol for one hour at room temperature. Then 9.2 ml of 2N hydrochloric acid were added, the alcohol was distilled off, and it was diluted with 20 ml of water. The aqueous phase was acidified with concentrated hydrochloric acid whilst cooling with ice, the beige precipitate formed was filtered off, then washed with water and dried.

Workup

  1. distillationthe alcohol was distilled off
  2. additionit was diluted with 20 ml of water
  3. temperaturewhilst cooling with ice
  4. customthe beige precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-1dfbe89fb86a4d9d860184460da48769
Source dataset
uspto-grants-2002_07
Patent number
US06414008B1

Reaction notes

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