Hydrochloric Acid → 6-(Piperidin-4-ylamino)-4-trifluoromethyl-nicotinic acid methyl ester dihydrochloride

HRID 913090Notes

Reaction equation

HRID 913090 reaction equation
[CH3:1][O:2][C:3](=[O:28])[C:4]1[C:9]([C:10]([F:13])([F:12])[F:11])=[CH:8][C:7]([NH:14][CH:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)=[N:6][CH:5]=1.[ClH:29]>C1COCC1.O1CCOCC1>[ClH:29].[ClH:29].[CH3:1][O:2][C:3](=[O:28])[C:4]1[C:9]([C:10]([F:12])([F:13])[F:11])=[CH:8][C:7]([NH:14][CH:15]2[CH2:16][CH2:17][NH:18][CH2:19][CH2:20]2)=[N:6][CH:5]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 673987916-(1-tert-Butoxycarbonyl-piperidin-4-ylamino)-4-trifluoromethyl-nicotinic acid methyl ester

Product 1

HCID 426042136-(Piperidin-4-ylamino)-4-trifluoromethyl-nicotinic acid methyl ester dihydrochloride

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 6-(1-tert-butoxycarbonyl-piperidin-4-ylamino)-4-trifluoromethyl-nicotinic acid methyl ester (1.65 g, 4.09 mmol) in THF (10 mL) and 4 M HCl in dioxane (20 mL) was stirred at rt for 1 h. The solvent was removed under reduced pressure and the crude product used in the consecutive step without further purification assuming quantitative deprotection and formation of the dihydrochloride salt. MS (ISP): 304.0 [M+H]+.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe crude product used in the consecutive step without further purification

Sources & evidence

ORD record
ord-de5a407680a0481198fae860348194ef
Source dataset
uspto-grants-2011_09
Patent number
US08026255B2

Reaction notes

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