Hydrochloric Acid → 2-[(1-Methylpiperidin-4-yl)amino]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid hydrochloride

HRID 38767Notes

Reaction equation

HRID 38767 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]2[N:14]=[C:13]([C:15]([F:18])([F:17])[F:16])[C:12]([C:19]([O:21]C)=[O:20])=[CH:11][N:10]=2)[CH2:4][CH2:3]1.[ClH:23]>>[ClH:23].[CH3:1][N:2]1[CH2:7][CH2:6][CH:5]([NH:8][C:9]2[N:14]=[C:13]([C:15]([F:18])([F:16])[F:17])[C:12]([C:19]([OH:21])=[O:20])=[CH:11][N:10]=2)[CH2:4][CH2:3]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 58168755HCID 58168755, compound

Product 1

HCID 667201912-[(1-Methylpiperidin-4-yl)amino]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid hydrochloride

Procedure

A mixture of methyl 2-[(1-methylpiperidin-4-yl)amino]-4-(trifluoromethyl)pyrimidine-5-carboxylate (322 mg) and 6 M hydrochloric acid (3 mL) was stirred for 31.5 hours under heating with reflux. The reaction liquid was concentrated under reduced pressure, and the residue was solidified from a mixed solvent of diisopropyl ether and ethyl acetate, and then the obtained solid was washed with ethyl acetate to obtain 2-[(1-methylpiperidin-4-yl)-amino]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid hydrochloride (297 mg) as a colorless powder.

Workup

  1. temperatureunder heating
  2. temperaturewith reflux
  3. customThe reaction liquid
  4. concentrationwas concentrated under reduced pressure
  5. washthe obtained solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-6b83527200b34a14a4344290645afb7a
Source dataset
uspto-grants-2013_09
Patent number
US08524727B2

Reaction notes

Loading…