Trifluoroacetic acid → Trifluoroacetic acid

HRID 2261035Notes

Reaction equation

HRID 2261035 reaction equation
[N:1]([CH:4]1[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH:5]1[OH:17])=[N+:2]=[N-:3].[C:18]([OH:24])([C:20]([F:23])([F:22])[F:21])=[O:19]>C(Cl)Cl>[C:18]([OH:24])([C:20]([F:23])([F:22])[F:21])=[O:19].[N:1]([CH:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH:5]1[OH:17])=[N+:2]=[N-:3]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21874176tert-Butyl 4-azido-3-hydroxypiperidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 218743664-Azidopiperidin-3-ol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Compound 201B (44 mg, 0.18 mmol) was treated with a mixture of CH2Cl2 and TFA (1:1, 2 mL) for 30 min. The volatiles were removed under reduced pressure and the residue was azeotropically evaporated with heptane-CH2Cl2 three times to give a TFA salt of Compound 201C, which was used immediately in the next reaction without step further purification.

Workup

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was azeotropically evaporated with heptane-CH2Cl2 three times

Sources & evidence

ORD record
ord-950f83eaca994d1a907bdaac2bb4aaf3
Source dataset
uspto-grants-2010_12
Patent number
US07846931B2

Reaction notes

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