Hydrochloric Acid → HCID 69483002, compound

HRID 1190798Notes

Reaction equation

HRID 1190798 reaction equation
Cl.C[O:3][C:4]([C:8]1[S:9][C:10]([C:13]2([OH:22])[CH2:18][CH2:17][CH2:16][N:15]3[CH:19]=[N:20][CH:21]=[C:14]23)=[CH:11][N:12]=1)(OC)[CH3:5].C(=O)([O-])[O-].[Na+].[Na+]>CC(C)=O.O>[OH:22][C:13]1([C:10]2[S:9][C:8]([C:4](=[O:3])[CH3:5])=[N:12][CH:11]=2)[CH2:18][CH2:17][CH2:16][N:15]2[CH:19]=[N:20][CH:21]=[C:14]12

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 69481737HCID 69481737, compound

Product 1

HCID 69483002HCID 69483002, compound

Reagents, catalysts & solvents 1

HCID 18366337Propan-2-one--water (1/1)Solvent

Procedure

5 ml of conc. HCl are added dropwise to a solution of 0.31 g of 8-[2-(1,1-dimethoxyethyl)thiazol-5-yl]-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-ol and 20 ml of 1:1 acetone/water at room temperature, and the mixture is stirred for 2 hours. The reaction mixture is evaporated—the residue is mixed with saturated aqueous sodium carbonate solution and extracted with ethyl acetate (3×). The combined organic phases are dried with sodium sulphate and evaporated. The title compound is identified from the residue by flash chromatography (SiO2 60F) on the basis of the Rf.

Workup

  1. extractionextracted with ethyl acetate (3×)
  2. dry with materialThe combined organic phases are dried with sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-f872d84870a4438dbe9fcf0e9802e8eb
Source dataset
uspto-grants-2014_03
Patent number
US08680079B2

Reaction notes

Loading…