Trifluoroacetic acid → Trifluoroacetic acid

HRID 723458Notes

Reaction equation

HRID 723458 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-4fc0befd86404865b45778ddb9e2ba39
Source dataset
uspto-grants-2006_11
Patent number
US07141571B2

Reaction notes

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