Hydrochloric Acid → HCID 23092424, compound

HRID 2373680Notes

Reaction equation

HRID 2373680 reaction equation
C(OC([NH:8][C:9]1[C:10]([CH3:20])=[N:11][C:12]([CH3:19])=[CH:13][C:14]=1[C:15]([F:18])([F:17])[F:16])=O)(C)(C)C.[ClH:21]>CO>[ClH:21].[ClH:21].[NH2:8][C:9]1[C:10]([CH3:20])=[N:11][C:12]([CH3:19])=[CH:13][C:14]=1[C:15]([F:18])([F:16])[F:17]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23092434HCID 23092434, compound

Product 1

HCID 23092424HCID 23092424, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
60 °C

Procedure

3-tert-Butoxycarbonylamino-2,6-dimethyl-4-trifluoromethylpyridine(21.12 g, 72.8 mmol) was dissolved in methanol (70 mL). 10% hydrochloric acid in methanol (140 mL) was added to the solution, followed by stirring for 12 hours at 60° C. The reaction mixture was concentrated under reduced pressure, and the residue was suspended in a solvent mixture of ethyl acetate-ether, followed by collection through filtration and washing with ether, to thereby yield 3-amino-2,6-dimethyl-4-trifluoromethylpyridine dihydrochloride as a colorless powder (15.64 g, 82%).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was suspended in a solvent mixture of ethyl acetate-ether
  3. filtrationfollowed by collection through filtration
  4. washwashing with ether

Sources & evidence

ORD record
ord-4ab2be1446d4467fae67579971758a75
Source dataset
uspto-grants-2008_12
Patent number
US07459552B2

Reaction notes

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