Hydrochloric Acid → HCID 22065189, compound

HRID 1835392Notes

Reaction equation

HRID 1835392 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[C:4]=1[C:10]1[N:14]=[C:13]([C:15]2[C:19]([CH3:20])=[C:18]([C:21]3[CH:26]=[CH:25][C:24]([O:27]C4CCCCO4)=[CH:23][CH:22]=3)[S:17][CH:16]=2)[N:12]([CH3:34])[N:11]=1.O>O1CCCC1>[Cl:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[C:4]=1[C:10]1[N:14]=[C:13]([C:15]2[C:19]([CH3:20])=[C:18]([C:21]3[CH:26]=[CH:25][C:24]([OH:27])=[CH:23][CH:22]=3)[S:17][CH:16]=2)[N:12]([CH3:34])[N:11]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 22065194HCID 22065194, compound

Product 1

HCID 22065189HCID 22065189, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dilute hydrochloric acid (4 N, 2.5 mL) was added to a suspension of 3-(2-chloro -6-fluorophenyl)-5-{4-methyl-5-[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]thien-3-yl}-1-methyl-1H-1,2,4-triazole (0.62 g, 1.3 mmol) in tetrahydrofuran (2.5 mL), stirred at room temperature for 30 minutes, poured into water (20 mL) and extracted with ether (3×20 mL). The combined ethereal extracts were washed with water (100 mL) and brine (50 mL), dried over magnesium sulphate and concentrated under reduced pressure to leave the desired product (0.49 g, 96%) as a white solid. 1H NMR (CDCl3) and mass spectrometry data indicated this material to be free of impurities and to be comparable to authentic material prepared according to that in Example K.

Workup

  1. extractionextracted with ether (3×20 mL)
  2. washThe combined ethereal extracts were washed with water (100 mL) and brine (50 mL)
  3. dry with materialdried over magnesium sulphate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-c1464c96bffe4f39b4138d981c005afc
Source dataset
uspto-grants-2004_08
Patent number
US06770665B2

Reaction notes

Loading…