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Ibrutinib iMpurity synthesis
- Product Name:Ibrutinib iMpurity
- CAS Number:936351-48-3
- Molecular formula:C12H13ClN2O
- Molecular Weight:236.7
![Acetamide, N-[4-(2-pyridinylmethoxy)phenyl]-](/CAS/20210305/GIF/105350-45-6.gif)
105350-45-6
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Yield:936351-48-3 95 g
Reaction Conditions:
Stage #1: N-acetyl-4-(pyrid-2-ylmethoxy)anilinewith water;potassium hydroxide in ethanol at 110; for 96 h;
Stage #2: with hydrogenchloride in ethyl acetate;
Steps:
1.2 Step 2: 4-(Pyridin-2-ylmethoxy)-phenylamine hydrochloride
A-l (114g) was dissolved in EtOH (1L) and to this was added KOH (50g) in water (200mL). The solution was heated to 110°C for 2 days, KOH (20g in 100 mL water) was added and heating continued for a further 2 days. The solution was cooled, the EtOH was removed in vacuo and the residue partitioned between EtOAc and water. After extraction of the water with EtOAc (x3), the organic layers were washed with brine, dried (MgS04) and filtered. To this solution was added saturated HC1 in EtOAc and a precipited formed immediately. Collection of the solids by filtration followed by drying under vacuum provided the title compound (A-2, 95g) as a pink solid.
References:
WO2018/152405,2018,A1 Location in patent:Paragraph 00214
![4-(pyridin-2-ylmethoxy)aniline](/CAS/GIF/102137-46-2.gif)
102137-46-2
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$53.00/100mg
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