Hydrochloric Acid → HCID 53359007, compound

HRID 410014Notes

Reaction equation

HRID 410014 reaction equation
[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:25])[C:7]([C:16]3[S:20][C:19]([C:21]([O:23]C)=[O:22])=[CH:18][CH:17]=3)=[C:8]([C:12]([F:15])([F:14])[F:13])[O:9]2)=[CH:4][CH:3]=1.Cl>O1CCOCC1>[OH:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[O:25])[C:7]([C:16]3[S:20][C:19]([C:21]([OH:23])=[O:22])=[CH:18][CH:17]=3)=[C:8]([C:12]([F:15])([F:13])[F:14])[O:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67368733HCID 67368733, compound

Product 1

HCID 53359007HCID 53359007, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
70 °C

Procedure

To a solution of methyl 5-(7-hydroxy-4-oxo-2-(trifluoromethyl)-4H-chromen-3-yl)thiophene-2-carboxylate (295 mg, 0.80 mmol) in dioxane (1.5 ml) was added concentrated HCl (1.5 ml). The reaction mixture was stirred at 70° C. for 24 hours, cooled to room temperature and centrifuged. The precipitate was rinsed with water (2 ml×2), DCM (2 ml×2) and dried in vacuo to afford the desired product in Example 2 as a gray powder (216.1 mg, 76.3%).

Workup

  1. temperaturecooled to room temperature
  2. washThe precipitate was rinsed with water (2 ml×2), DCM (2 ml×2)
  3. customdried in vacuo

Sources & evidence

ORD record
ord-c9734c4c2e7744daae504e67c62c2429
Source dataset
uspto-grants-2014_06
Patent number
US08759548B2

Reaction notes

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