Trifluoroacetic acid → Trifluoroacetic acid

HRID 1593452Notes

Reaction equation

HRID 1593452 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-dd4b241039524a7dbd74e4f94a4b83a3
Source dataset
uspto-grants-2007_11
Patent number
US07297695B2

Reaction notes

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