Hydrochloric Acid → HCID 57516323, compound

HRID 1810967Notes

Reaction equation

HRID 1810967 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[C:19]([NH:20][C:21](=[O:32])[C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:31])([F:30])[F:29])[CH:23]=3)=[CH:18][C:17]([Cl:33])=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(Cl)Cl.O1CCOCC1>[Cl:33][C:17]1[CH:18]=[C:19]([NH:20][C:21](=[O:32])[C:22]2[CH:27]=[CH:26][CH:25]=[C:24]([C:28]([F:30])([F:31])[F:29])[CH:23]=2)[C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[N:15][CH:16]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 59548810HCID 59548810, compound

Product 1

HCID 57516323HCID 57516323, compoundYield 107.9%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 4-[5-chloro-3-(3-trifluoromethyl-benzoylamino)-pyridin-2-yl]-piperazine-1-carboxylic acid tert-butyl ester (1.40 g, 2.89 mmol) in methylene chloride (100 mL) is added hydrogen chloride (3.00 mL, 12 mmol) as a 4.0 M solution in 1,4-dioxane. The mixture is stirred at room temperature for 2 days during which time a solid precipitates from solution. The off-white solid is collected by filtration, washed with methylene chloride and dried on the filter pad to afford 1.20 g of N-(5-chloro-2-piperazin-1-yl-pyridin-3-yl)-3-trifluoromethyl-benzamide in 100% yield.

Workup

  1. customprecipitates from solution
  2. filtrationThe off-white solid is collected by filtration
  3. washwashed with methylene chloride
  4. customdried on the filter pad

Sources & evidence

ORD record
ord-d2ce7d3d413a4b828ceb314171a6b375
Source dataset
uspto-grants-2013_01
Patent number
US08362249B2

Reaction notes

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