1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine Chemical Properties

Melting point:

85～87℃

Boiling point:

357.9±42.0 °C(Predicted)

Density 

1.144±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

form 

solid

pka

5.07±0.20(Predicted)

Appearance

Light yellow to yellow Solid

InChI

InChI=1S/C13H22N2O3/c1-13(2,3)18-12(17)15-7-6-11(16)10(9-15)8-14(4)5/h8H,6-7,9H2,1-5H3

InChIKey

YUSMZDVTEOAHDL-UHFFFAOYSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC(=O)C(=CN(C)C)C1

Safety Information

HS Code 

2933399990

1-Boc-3-[(Dimethylamino)methylene]-4-oxopiperidine Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-Boc-3-[(dimethylamino)methylene]-4-oxopiperidine from N-tert-butoxycarbonyl-4-piperidone and N,N-dimethylformamide dimethyl acetal was as follows: N,N-dimethylformamide dimethyl acetal (18 g, 20 mL, 151 mmol) was mixed with 1-(tert-butoxycarbonyl)piperidin-4-one (30 g, 151 mmol) were dissolved in N,N-dimethylformamide (240 mL) and the reaction was stirred at 80°C for 24 hours. After completion of the reaction, the reaction mixture was concentrated under reduced pressure to afford the target product 1-Boc-3-[(dimethylamino)methylene]-4-oxopiperidine as a yellow solid (38.4 g, 100% yield). Mass spectrum (ESI, positive ion mode) m/z: 255 [M + H]+.

References

[1] Patent: WO2014/89324, 2014, A1. Location in patent: Paragraph 0308
[2] Patent: CN104016979, 2017, B. Location in patent: Paragraph 0905; 0906; 0907
[3] Patent: CN105669672, 2016, A. Location in patent: Paragraph 0027; 0031; 0032
[4] Patent: US2013/237538, 2013, A1. Location in patent: Paragraph 0252
[5] Patent: US2013/237537, 2013, A1. Location in patent: Paragraph 0236-0237