Hydrochloric Acid → HCID 89442546, compound

HRID 632716Notes

Reaction equation

HRID 632716 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][CH:18]=2)[CH2:15][NH2:16])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27].O1CCOCC1.CCOCC>CO>[ClH:27].[N:11]1([CH:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:25])([F:24])[F:26])=[CH:19][CH:18]=2)[CH2:15][NH2:16])[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 312751,4-DioxaneHCID 3816361Tert-butyl 4-[2-amino-1-[4-(trifluoromethyl)phenyl]ethyl]piperazine-1-carboxylate

Product 1

HCID 89442546HCID 89442546, compoundYield 67%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-[2-Amino-1-(4-trifluoromethyl-phenyl)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester (185 mg; 0.5 mmol; 1.0 eq.) and 4M hydrogen chloride in dioxane (1.8 ml; 7.4 mmol; 15 eq.) in Methanol (3.00 ml) was stirred at room temperature overnight. Ether was added to the reaction mixture. The precipitate was filtered, washed with ether and dried to yield 2-piperazin-1-yl-2-(4-trifluoromethyl-phenyl)-ethylamine hydrochloride salt as off-white solid in 67% yield.

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-ce5ca616a74f4c278f6a01421966cac6
Source dataset
uspto-grants-2016_04
Patent number
US09321760B2

Reaction notes

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