Sar-407899 synthesis
- Product Name:Sar-407899
- CAS Number:923262-96-8
- Molecular formula:C14H17ClN2O2
- Molecular Weight:280.75
![Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-](/CAS/20210305/GIF/1000210-73-0.gif)
1000210-73-0
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Yield: 31.2 g
Reaction Conditions:
with hydrogenchloride in butan-1-ol at 15 - 65;
Steps:
3 3)
3)
6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride (MW=280.80 g/mol)
42 g of 4-[4-Cyano-3-((E)-2-pyrrolidin-1-yl-vinyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester were added in portions to 135 mL of 1-butanol saturated with 48 g of HCL gas at 15° C. the mixture was heated to 63° C. within one h and stirred at 63-65° C. until completion of the reaction.
The HCL containing solvent was exchanged by subsequent distillation and addition of fresh 1-butanol and the precipitate was collected, rinsed with 1-butanol and dried to yield 31.2 g (yield 106%, purity 96.5%) of 6-(Piperidin-4-yloxy)-2H-isoquinolin-1-one hydrochloride.
1H NMR (500 MHz, d6-DMSO) δ 1.85-1.95 (m, 2H), 2.13-2.22 (m, 2H), 3.04-3.14 (m, 2H), 3.20-3.29 (m, 2H), 4.79-4.86 (m, 1H), 6.44 (d, J=7.1 Hz, 1H), 7.10 (dd, J=8.9, 2.5 Hz, 1H), 7.14 (dd, J=7.2, 6.7 Hz, 1H), 7.22 (d, J=2.5 Hz, 1H), 8.09 (d, J=8.6 Hz, 1H), 8.97-9.13 (bs, 2H) 11.09 (bd, J=5 Hz, 1H).
References:
SANOFI;GESSLER, Simon;WOLLMANN, Theo US2013/12711, 2013, A1 Location in patent:Paragraph 0083
1000210-73-0
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923262-96-8
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147754-12-9
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923262-96-8
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109384-19-2
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923262-96-8
56 suppliers
$60.00/5mg