Hydrochloric Acid → HCID 23092424, compound

HRID 1896060Notes

Reaction equation

HRID 1896060 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, compoundYield 82%

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), and subsequent to the addition of 10% hydrogen chloride in methanol (140 mL), the solution was stirred at 60° C. for 12 hours. The reaction mixture was concentrated under reduced pressure, and the residue was suspended in a mixture of ethyl acetate and ether. The reaction product was collected by filtration, and washed with ether to obtain the title compound (15.64 g, 82%) as a colorless powder.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe residue was suspended in a mixture of ethyl acetate and ether
  3. filtrationThe reaction product was collected by filtration
  4. washwashed with ether

Sources & evidence

ORD record
ord-00af1320b10e4924abef18ffdc9ec463
Source dataset
uspto-grants-2013_08
Patent number
US08518936B2

Reaction notes

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