Trifluoroacetic acid → HCID 24902337, compound

HRID 2178509Notes

Reaction equation

HRID 2178509 reaction equation
FC(F)(F)C(O)=O.[C:8]([C:10]1[CH:11]=[C:12]([CH:25]=[CH:26][CH:27]=1)[O:13][CH:14]1[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1)#[N:9]>ClCCl>[NH:16]1[CH2:15][CH:14]([O:13][C:12]2[CH:11]=[C:10]([CH:27]=[CH:26][CH:25]=2)[C:8]#[N:9])[CH2:17]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89500559HCID 89500559, compound

Product 1

HCID 24902337HCID 24902337, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (10 ml) is added to a solution of tert-butyl 3-(3-cyanophenoxy)azetidine-1-carboxylate a1-43 (260 mg, 0.95 mmol, 1 eq) in dichloromethane (10 ml). The reaction mixture is stirred for 2 hours at room temperature, then concentrated to dryness to afford 262.3 mg of crude 3-(azetidin-3-yloxy)benzonitrile a1-45 as an oil. This oil is used in the next step without any further purification.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-293c6a6dc86249cda019ccee894ca1c4
Source dataset
uspto-grants-2015_06
Patent number
US09067930B2

Reaction notes

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