tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate

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tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate manufacturers

tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate Basic information
Product Name:tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate
Synonyms:4-AMino-3-fluoro-piperidine-1-carboxylic acid tert-butyl ester;1-Piperidinecarboxylic acid, 4-aMino-3-fluoro-, 1,1-diMethylethyl ester;1-Boc-3-fluoro-4-aMinopiperidine;4-AMino-1-Boc-3-fluoropiperidine;1-(tert-Butyloxycarbonyl)-3-fluoro-4-aminopiperidine;4-amino-3-fluoro-1-Piperidinecarboxylic acid tert-butyl ester;EOS-61547;1,1-Dimethylethyl 4-amino-3-fluoro-1-piperidinecarboxylate
CAS:934536-10-4
MF:C10H19FN2O2
MW:218.27
EINECS:
Product Categories:
Mol File:934536-10-4.mol
tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate Structure
tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate Chemical Properties
Boiling point 285.6±40.0 °C(Predicted)
density 1.11±0.1 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2–8 °C
pka8.88±0.40(Predicted)
AppearanceOff-white to light yellow Solid-liquid mixture
Safety Information
MSDS Information
tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate Usage And Synthesis
Uses1-(tert-Butyloxycarbonyl)-3-Fluoro-4-aminopiperidine is a reactant in the preparation of pharmaceutical compounds which are antagonists of CGRP (Calcitonin gene-related peptide) receptors and useful in the treatment of migraine.
Synthesis
TERT-BUTYL 3-FLUORO-4-OXOPIPERIDINE-1-CARBOXYLATE

211108-50-8

TERT-BUTYL 4-AMINO-3-FLUOROPIPERIDINE-1-CARBOXYLATE

934536-10-4

At room temperature, tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate (5.10 g, 23.02 mmol) was dissolved in methanol (100 mL), and ammonium acetate (12.51 g, 162.29 mmol) and sodium cyanoborohydride (1.90 g, 29.92 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the reaction was quenched with 1% aqueous sodium carbonate (50 mL). The reaction mixture was extracted with ethyl acetate (100 mL × 3) and the organic layers were combined and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to afford tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate as a yellow solid (4.9 g, 98% yield).

References[1] Patent: US2016/376283, 2016, A1. Location in patent: Paragraph 0428; 0429
[2] Patent: US2015/51209, 2015, A1
[3] Patent: WO2015/22662, 2015, A1
tert-Butyl 4-amino-3-fluoropiperidine-1-carboxylate Preparation Products And Raw materials
Raw materialstert-Butyl 3-fluoro-4-oxopiperidine-1-carboxylate-->Methanol-->Ammonium acetate-->Sodium cyanoborohydride
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