(R)-tert-Butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate Chemical Properties

Boiling point:

673.9±55.0 °C(Predicted)

Density 

1.31±0.1 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Ethyl Acetate (Slightly)

pka

4.09±0.30(Predicted)

form 

Solid

color 

White to Off-White

InChIKey

NTSAEGNFPKKRLX-LJQANCHMSA-N

SMILES

N1(C(OC(C)(C)C)=O)CCC[C@@H](N2C3C(C(C4=CC=C(OC5=CC=CC=C5)C=C4)=N2)=C(N)N=CN=3)C1

(R)-tert-Butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate Usage And Synthesis

Uses

N-Boc-Ibrutinib is an impurity of Ibrutinib (I124970), which is a highly selective Bruton’s tyrosine kinase (Btk) irreversible inhibitor.

Synthesis

3-(4-phenoxyphenyl) lH-pyrazolo [3,4-d] pyrimidin-4-amine (1.14g, 3.76mmol)was dissolved DMF (30mL) in, and then the reaction solution was added (S)-tert-butyl 3-((methylsulfonyl) oxy) piperidine-1-carboxylate (4.2g, 15.04mmol), cesium carbonate(0.64mL, 8.21 mmol), 4- dimethylaminopyridine pyridine (3.67g, 11.28mmol). Was stirred at 90 ℃, the reaction was completed, distilled under reduced pressure of DMF, and extracted with dichloromethane (150mL × 3), brine (60mL), dried over anhydrous sodium sulfate; the solvent was distilled off under reduced pressure, the crude product was silica gel column Analysis of separation and purification (methylene chloride /methanol (V / V) = 40/1), to give the product (R)-tert-Butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate (1.28 g, 70 percent).

(R)-tert-Butyl 3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate(1022150-11-3)Related Product Information

• Btk inhibitor 1 (R enantioMer hydrochloride)
• Ibrutinib Impurity 21
• (S)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)
• (S)-3-(4-phenoxyphenyl)-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• (R)-1-[3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]-3-chloropropan-1-one
• Ibrutinib Impurity 14
• (S)-1-Boc-3-hydroxypiperidine
• Ibrutinib Impurity 3
• Ibrutinib Impurity 12
• Ibrutinib Impurity 6
• 5-(4-phenoxyphenyl)-7H-pyrrolo[2,3-d]pyriMidin-4-ylaMine
• Ibrutinib Impurity 4
• Ibrutinib Impurity 13
• (R)-1-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)propan-1-one
• (S)-Ibrutinib
• Ibrutinib Dimer Impurity
• 2-Pyridinamine, 5-methyl-N,N-diphenyl-
• (R)-1-[3-[4-Amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]piperidin-1-yl]ethanone