Hydrochloric Acid → HCID 86670327, compound

HRID 1972426Notes

Reaction equation

HRID 1972426 reaction equation
[ClH:1].[CH2:2]([C@@H:4]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([OH:25])([C:21]([F:24])([F:23])[F:22])[C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=2)[CH2:8][CH2:7][N:6](C(OC(C)(C)C)=O)[CH2:5]1)[CH3:3]>C(Cl)Cl>[ClH:1].[CH2:2]([C@H:4]1[CH2:5][NH:6][CH2:7][CH2:8][N:9]1[C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:25])([C:17]([F:19])([F:20])[F:18])[C:21]([F:22])([F:23])[F:24])=[CH:12][CH:11]=1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86670326HCID 86670326, compound

Product 1

HCID 86670327HCID 86670327, compoundYield 87.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

HCl (4.0 M solution with 1,4-dioxane, 3.9 mL, 16 mmol) was added to a stirring solution of tert-butyl (3S)-3-ethyl-4-(4-(2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl)phenyl)-1-piperazinecarboxylate (0.71 g, 1.6 mmol) and CH2Cl2 (7.8 mL) at room temperature. After 18 h, the reaction mixture was concentrated to give 2-(4-((2S)-2-ethyl-1-piperazinyl)phenyl)-1,1,1,3,3,3-hexafluoro-2-propanol hydrochloride (0.55 g) as a brown solid. The material was used in the next step without purification.

Workup

  1. concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record
ord-cc780871c63d4f4b8399d1948cca1b1c
Source dataset
uspto-grants-2013_04
Patent number
US08431563B2

Reaction notes

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