4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester Chemical Properties

Boiling point:

318.3±15.0 °C(Predicted)

Density 

1.270±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

solid

pka

-1.91±0.40(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C11H20BrNO2/c1-11(2,3)15-10(14)13-6-4-9(8-12)5-7-13/h9H,4-8H2,1-3H3

InChIKey

YGJXBTRLYHCWGD-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(CBr)CC1

Safety Information

Risk Statements 

36/37/38-36

Safety Statements 

26-36/37/39

WGK Germany 

3

HS Code 

2933399990

4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester Usage And Synthesis

Uses

4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly in laboratory research and development process and chemical production process.

Synthesis

4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester. 4-N-Boc-piperidine-methanol (200 mg, 0.93 mmol) was dissolved in diethyl ether (9 mL) and carbon tetrabromide (370 mg, 1.1 mmol) and PPh3 (292 mg, 1.1 mmol) were added at rt. The reaction was allowed to stir for 18 h at rt and filtered over a pad of celite. The filtrate was concentrated and purified by flash chromatography (hexane/EtOAc, 1:0 ?ú 4:1) to give the title compound. Yield 55 mg. 1 (400 MHz, DMSO-d6) |? ppm 4.02-3.98 (m, 2 H), 3.47 (d, 2 H), 2.78-2.65 (m, 2 H), 1.89-1.74 (m, 3 H), 1.45 (s, 9 H), 1.12-0.98 (m, 2 H).

References

[1] Patent: WO2016/75661, 2016, A1. Location in patent: Page/Page column 30
[2] Patent: WO2006/50506, 2006, A1. Location in patent: Page/Page column 120-121
[3] RSC Advances, 2016, vol. 6, # 52, p. 46170 - 46185
[4] Patent: WO2017/27684, 2017, A1. Location in patent: Paragraph 00266
[5] Bioorganic and Medicinal Chemistry Letters, 1999, vol. 9, # 17, p. 2615 - 2620

4-Bromomethypiperidine-1-carboxylic acid tert-butyl ester(158407-04-6)Related Product Information

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