Alternatived Products of [ 1350643-73-0 ]
Product Details of [ 1350643-73-0 ]
| CAS No. : | 1350643-73-0 |
MDL No. : | MFCD30747978 |
| Formula : |
C27H25ClN6O2
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Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
500.99
|
Pubchem ID : | - |
| Synonyms : |
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Safety of [ 1350643-73-0 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 1350643-73-0 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 1350643-73-0 ]
- 1
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[ 1350643-73-0 ]
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[ 628692-15-9 ]
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[ 1350643-67-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With sodium carbonate; ruphos;palladium diacetate; In 1,4-dioxane; water; at 125℃; for 3h;Inert atmosphere; microwave heating; |
Compound 76 was prepared from compound 2 in two steps: A 2mL thick-walled microwave- reaction tube with stir bar was charged with compound 2 (120 mg, 0.24 mmol, 1 eq.), 2-methoxypyrimidine-5-boronic acid (74 mg, 2 eq.), sodium carbonate (130 mg, 5 eq.), palladium diacetate (8 mg, 0.15 eq.) and RuPhos (34 mg, 0.30 eq.), then capped with a septum and purged three time with vacuum, refilling with dry argon. 1,4-Dioxane (1.6 mL) and water (0.4 mL) were added and the reaction subjected to microwave heating at 125 °C during 3h, at which time LC/MS showed complete consumption of the starting chloride. The reaction mixture was diluted with DCM, treated with silica gel (0.5 g) and concentrated, then purified by flash chromatography, eluting 15g silica gel (gradient 1-4percentmethanol/methylene chloride) to provide 140 mg of compound 75 as an off-white powder. ESI-MS m/z 575.36[M+H]+. |
- 2
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[ 1350643-73-0 ]
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[ 1201438-56-3 ]
| Yield | Reaction Conditions | Operation in experiment |
| 93.5% |
|
The intermediate (Compound 10) (200 g) was slurried in an ethanol (900 mL; 4.5 vol)/water (300 mL; 1.5 vol) mixture at 22 C. followed by addition of conc. HCl (300 mL; 1.5 vol) and holding for one and half hours at 25-35 C. Addition of HCl resulted in complete dissolution of all solids producing a dark brown solution. Ammonium hydroxide (260 mL) was added adjusting the pH to 8-9. Product seeds of polymorph Form C (0.5 g) (Form A seeds can also be used) were then added and the batch which was held for ten minutes followed by addition of water (3 L; 15 vol) over two hours resulting in crystallization of the product. The batch was held for 3.5 hours at 20-25 C. and then filtered. The cake was washed with water (1 L; 5 vol) followed by heptane (800 mL; 4 vol) and vacuum dried at 52 C. for 23 hours to give 155.5 g (93.5%) of product with 99.6% (AUC) purity and 93.8% ee (chiral HPLC). |
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Isoquinolinone 4 was prepared from compound 1 through a 3-step sequence. Compound 1 was prepared using Method I and was then converted to 2 by coupling with A-2 according to Method L. Compound 2 was converted to compound 3 according to Method M. Method M[00409] A mixture of tetrahydro-2H-pyran-intermediate (M-l) in ethanol (4 vol)/water (2 vol) followed by addition of cone. HC1 solution (2 vol) is stirred at RT for 1 h. The resulting mixture is diluted with cold water, neutralized with saturated aqueous NaHC03 to adjust the pH to 8-9 and then extracted with DCM (20 vol x 3). The combined organic layers are washed with brine, dried over Na2SC>4 and filtered. The filtrate is concentrated in vacuo. The resultant residue is suspended in petroleum ether with ultrasonic vibration for 5 min. The solid is collected by filtration and dried in vacuo to afford the product (M-2). |
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