Hydrochloric Acid → HCID 67300234, compound

HRID 1260329Notes

Reaction equation

HRID 1260329 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:12]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)[N:10]([CH3:19])[N:9]=1)(C)(C)C.Cl>O1CCOCC1>[CH3:19][N:10]1[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=2)=[CH:12][C:8]([NH2:7])=[N:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67299946HCID 67299946, compound

Product 1

HCID 67300234HCID 67300234, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

A solution of (1-methyl-5-pyridin-2-yl-1H-pyrazole-3-yl)-carbamic acid tert-butyl ester (82 mg, 0.30 mmol) in dioxane (0.85 ml) was treated with 4M HCl in dioxane (0.85 ml) and the resulting suspension was stirred at ambient temperature overnight. The reaction mixture was extracted with ethyl acetate and the combined organic phases were washed with aqueous sodium bicarbonate solution and brine. The ethyl acetate phase was dried and the solvent was evaporated to yield the product as light brown viscous oil (51 mg, 97%) which was used without any further purification. MS: M=175.2 (M+H)+

Workup

  1. extractionThe reaction mixture was extracted with ethyl acetate
  2. washthe combined organic phases were washed with aqueous sodium bicarbonate solution and brine
  3. dry with materialThe ethyl acetate phase was dried
  4. customthe solvent was evaporated

Sources & evidence

ORD record
ord-0222106a0fe64d21afc366bacd63906c
Source dataset
uspto-grants-2013_06
Patent number
US08470820B2

Reaction notes

Loading…