Hydrochloric Acid → (3-Fluoro-4-(trifluoromethoxy)phenyl)(oxazol-5-yl)methanamine hydrochloride

HRID 2279448Notes

Reaction equation

HRID 2279448 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:13]([C:21]2[O:25][CH:24]=[N:23][CH:22]=2)[NH:14]S(C(C)(C)C)=O)[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:12])([F:11])[F:10].C(Cl)[Cl:27].Cl>CCOCC>[ClH:27].[F:1][C:2]1[CH:3]=[C:4]([CH:13]([C:21]2[O:25][CH:24]=[N:23][CH:22]=2)[NH2:14])[CH:5]=[CH:6][C:7]=1[O:8][C:9]([F:10])([F:11])[F:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 6344DichloromethaneHCID 86705473N-((3-fluoro-4-(trifluoromethoxy)phenyl)(oxazol-5-yl)methyl)-2-methylpropane-2-sulfinamide

Product 1

HCID 68294132(3-Fluoro-4-(trifluoromethoxy)phenyl)(oxazol-5-yl)methanamine hydrochlorideYield 47.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 55 (570 g, 1.5 mol) and DCM (10 mL) was added HCl (3.74 mL, 1.5 mol) and the solution stirred for 30 min. The reaction mixture was added dropwise to a stirred solution of ether. The solids were filtered and washed with Et2O to afford 223 mg (47.6%) of (3-fluoro-4-(trifluoromethoxy)phenyl)(oxazol-5-yl)methanamine hydrochloride (56).

Workup

  1. filtrationThe solids were filtered
  2. washwashed with Et2O

Sources & evidence

ORD record
ord-98b185eda55944be9482130d6e0908be
Source dataset
uspto-grants-2015_09
Patent number
US09133187B2

Reaction notes

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