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Hydrochloric Acid → 2-[6-(Trifluoromethyl)pyridin-2-yl]propan-2-amine--hydrogen chloride (1/1)

HRID 1969463
Notes
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Reaction equation

HRID 1969463 reaction equation
[CH3:1][C:2]([NH2:14])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:13])([F:12])[F:11])[N:5]=1)[CH3:3].[ClH:15]>CCOCC>[ClH:15].[CH3:3][C:2]([NH2:14])([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([C:10]([F:12])([F:13])[F:11])[N:5]=1)[CH3:1]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 573469902-[6-(Trifluoromethyl)pyridin-2-yl]propan-2-amine

Product 1

HCID 573469912-[6-(Trifluoromethyl)pyridin-2-yl]propan-2-amine--hydrogen chloride (1/1)Yield 99%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

Prepare a solution of 1-methyl-1-(6-trifluoromethyl-pyridin-2-yl)-ethylamine (25.5 g, 124.88 mmol) in Et2O (100 mL) and add 1M hydrogen chloride solution in Et2O (137.37 mL, 137.37 mmol) at room temperature. Filter the precipitate and dry under vacuum to afford the title compound (30 g, 99%) as a tan solid. 1H NMR (DMSO-d6) δ 8.80 (br s, 3H); 8.20 (t, J=8.0 Hz, 1H); 8.05 (d, J=8.0 Hz, 1H); 7.93 (d, J=8.0 Hz, 1H); 1.67 (s, 6H). 19F NMR (DMSO-d6)-66.27.

Workup

  1. filtrationFilter the precipitate
  2. customdry under vacuum

Sources & evidence

ORD record
ord-df24699543a14987a4b0a0439b1149fd
Source dataset
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08426448B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes