Hydrochloric Acid → HCID 86623157, compound

HRID 1948444Notes

Reaction equation

HRID 1948444 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([S:8]([C:11]2[S:15][CH:14]=[C:13]([C:16]3[S:20][C:19]([NH:21]C(=O)C)=[N:18][C:17]=3[CH3:25])[CH:12]=2)(=[O:10])=[O:9])[CH2:4][CH2:3]1.[ClH:26].CCO>>[ClH:26].[NH2:21][C:19]1[S:20][C:16]([C:13]2[CH:12]=[C:11]([S:8]([N:5]3[CH2:4][CH2:3][CH:2]([OH:1])[CH2:7][CH2:6]3)(=[O:10])=[O:9])[S:15][CH:14]=2)=[C:17]([CH3:25])[N:18]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 11998799HCID 11998799, compound

Product 1

HCID 86623157HCID 86623157, compound

Conditions

Temperature
90 °C

Procedure

To N-(5-{5-[(4-hydroxypiperidin-1-yl)sulfonyl]-3-thienyl}-4-methyl-1,3-thiazol-2-yl)acetamide (39) (400 mg; 1 mmol; 1 eq) is added hydrochloric acid 1.25 M in EtOH (16 ml; 1.25 M; 19.9 mmol; 20 eq) and the mixture is heated at 90° C. for 8 h 30. The reaction mixture is cooled down to RT and a precipitate is formed. It is filtered and washed with cold EtOH, affording the hydrochloride salt of Compound (45) as light yellow powder (328.3 mg; 83%).

Workup

  1. temperatureThe reaction mixture is cooled down to RT
  2. customa precipitate is formed
  3. filtrationIt is filtered
  4. washwashed with cold EtOH

Sources & evidence

ORD record
ord-01cb581ab2584fefa7027ac7fc4b92da
Source dataset
uspto-grants-2013_03
Patent number
US08399497B2

Reaction notes

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