Hydrochloric Acid → HCID 90415305, compound

HRID 57436Notes

Reaction equation

HRID 57436 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([CH3:18])[CH3:17])=[CH:12][C:11]=1[F:20])[CH3:9])(C)(C)C.[ClH:22].O1CCOCC1>>[ClH:22].[F:20][C:11]1[CH:12]=[C:13]([C:16]([F:19])([CH3:18])[CH3:17])[CH:14]=[CH:15][C:10]=1[C@@H:8]([NH2:7])[CH3:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 131736960HCID 131736960, compound

Product 2

HCID 313Hydrochloric AcidHCID 90415305HCID 90415305, compoundYield 105%

Procedure

To a round bottom flask containing (S)-tert-butyl(1-(2-fluoro-4-(2-fluoropropan-2-yl)phenyl)ethyl)carbamate (126 mg, 0.42 mmol) was added HCl in dioxane (2.1 mL, 8.42 mmol). Resulting reaction mixture allowed to stir 1 hr at room temperature. Volatiles were removed. Et2O was then added and the mixture sonnicated briefly. Volatiles were once again removed to a afford an HCl salt of (S)-1-(2-fluoro-4-(2-fluoropropan-2-yl)phenyl)ethanamine (104 mg, 0.44 mmol, 105% yield) as a white solid. 1H NMR (400 MHz, D2O) δ 1.59-1.80 (m, 9H) 7.24-7.37 (m, 2H) 7.43-7.56 (m, 1H). LCMS m/z 200.1 (M+H)+, Rt 0.54 min.

Workup

  1. customResulting
  2. customreaction mixture
  3. customVolatiles were removed
  4. additionEt2O was then added
  5. customVolatiles were once again removed to

Sources & evidence

ORD record
ord-53e2b7e8f9cd49e795434e13415f3ca0
Source dataset
uspto-grants-2016_09
Patent number
US09434719B2

Reaction notes

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