Trifluoroacetic acid → HCID 66847431, compound

HRID 1466684Notes

Reaction equation

HRID 1466684 reaction equation
C(O)(C(F)(F)F)=O.[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([O:29][CH3:30])=[C:13]([C:15]2[N:16]=[C:17]([CH3:28])[S:18][C:19]=2[NH:20]C(=O)OC(C)(C)C)[CH:14]=1>C(Cl)Cl.O>[Cl:8][C:9]1[CH:10]=[CH:11][C:12]([O:29][CH3:30])=[C:13]([C:15]2[N:16]=[C:17]([CH3:28])[S:18][C:19]=2[NH2:20])[CH:14]=1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66847277HCID 66847277, compound

Product 1

HCID 66847431HCID 66847431, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 6344DichloromethaneSolvent

Procedure

TFA (4.0 mL) was added to a solution of tert-butyl 4-(5-chloro-2-methoxyphenyl)-2-methylthiazol-5-ylcarbamate (315 mg, 0.89 mmol) in DCM (10 mL) and water (3 drops). The reaction mixture was stirred for 1.5 hours at room temperature, then evaporated to dryness to give 215 mg (95%) of 4-(5-chloro-2-methoxyphenyl)-2-methylthiazol-5-amine as a yellow solid. LCMS (ESI) m+H=255.2.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-4ebb918cafc0470a89fc640039579fa1
Source dataset
uspto-grants-2015_04
Patent number
US08999998B2

Reaction notes

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