Alternatived Products of [ 1240893-76-8 ]
Product Details of [ 1240893-76-8 ]
CAS No. : | 1240893-76-8 |
MDL No. : | MFCD20483136 |
Formula : |
C12H17Br2N3O2
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
395.09
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 1240893-76-8 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 1240893-76-8 ]
* 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.
- Upstream synthesis route of [ 1240893-76-8 ]
- Downstream synthetic route of [ 1240893-76-8 ]
- 1
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[ 1240893-76-8 ]
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[ 1007882-59-8 ]
Yield | Reaction Conditions | Operation in experiment |
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With sodium sulfite In ethanol; water for 15h; Reflux; |
7.E
To a suspension of Int-7e (230 g, 0.58 mol) in ethanol/H2O (1:1 ratio, 3000 ml) was added Na2SO3 (733 g, 5.8 mol). The resulting mixture was allowed to stir at mild reflux for about 15 hours. After cooling to room temperature, the mixture was extracted with dichloromethane twice and the combined organic layers was concentrated in vacuo to a semi-solid. The resulting residue was purified using chromatography on silica gel to provide Compound Int-7d. MS (ESI) m/e (M+H+): 317. |
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With sodium sulfite In ethanol; water Reflux; |
3.B
To a suspension of Int-3a (230 g, 0.58 mol) in EtOH/H20 (1 : 1 ratio, 3000 ml) was added Na2S03 (733 g, 5.8 mol). The resulting mixture was stirred at mild reflux overnight. After cooling to room temperature, the mixture was extracted with dichloromethane twice and the combined organic layers was concentrated under vacuum to a semi-solid. The resulting residue was purified by chromatography on silica gel to give the desired Int-2d. MS (ESI) m/e (M+H+): 317. |
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With ethanol; water; sodium sulfite at 90℃; for 24h; |
15.9 Step 9(2S) -1- tert-butoxycarbonyl-2- (5-bromo--1H- imidazol-2-yl) pyrrolidinePreparation
9.58 g of the compound prepared in Step 8 were weighed(2S) -1- tert-butoxycarbonyl-2- (4,5-Dibromo -1H- imidazol-2-yl) pyrrolidineAnd 3.0 g of sodium sulfiteIn a 100 mL reaction flask,50 mL of a 1: 1 by volume ethanol / water mixed solution was added,90 reaction 24h,filter,concentrate,Column chromatography gave the title compound. |
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With sodium sulfite In ethanol; water Reflux; |
192.4 STEP 4
To a suspension of compound from step 8 3 (230 g, 0.58 mol) in 10 EtOH/326 H2O (3000 ml) was added 369 Na2SO3 (733 g, 5.8 mol). The resulting mixture was stirred under reflux overnight. After cooling to RT, the mixture was extracted by DCM and concentrated under vacuum. The resulting residue was purified by chromatography on silica gel to give the desired 370 bromo imidazole target. MS (ESI) m/e (M+H+): 317. |
- 2
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[ 69610-41-9 ]
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[ 1240893-76-8 ]
Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1: ammonium hydroxide / water; methanol / 19 h / 20 °C
2: N-Bromosuccinimide / dichloromethane / 1.25 h / Cooling with ice
3: N-Bromosuccinimide / tetrahydrofuran / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1.1: ammonia / methanol / 20 - 30 °C
1.2: 20 - 60 °C
2.1: N-Bromosuccinimide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere |
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With N-Bromosuccinimide In tetrahydrofuran at 20℃; for 15h; Inert atmosphere; |
7.D
To a suspension of Int-7b (140 g, 0.59 mol) in THF (2000 mL) was added N- bromosuccinimide (200 g, 1.1 mol). The mixture was allowed to stir at ambient temperature under N2 gas for about 15 hours. The solvent was then removed in vacuo, and the residue obtained was purified using silica-gel chromatography (ethyl acetate eluent) to provide 230 g of the desired dibromo compound Int-7e. MS (ESI) m/e (M+H+): 396. |
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Multi-step reaction with 2 steps
1.1: ammonium hydroxide / methanol
1.2: 20 °C
2.1: N-Bromosuccinimide / dichloromethane / 2 h / 0 °C |
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Multi-step reaction with 2 steps
1.1: ammonia / methanol / 0.5 h / 20 - 30 °C
1.2: 16.08 h / 20 - 60 °C
2.1: N-Bromosuccinimide / dichloromethane / 15 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: ammonium hydroxide / methanol / 20 °C
2: N-Bromosuccinimide / dichloromethane |
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Multi-step reaction with 2 steps
1.1: ammonia / methanol / 0.5 h / 20 - 30 °C
1.2: 15 h / 20 - 60 °C
2.1: N-Bromosuccinimide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: ammonia / methanol; water / 16 h / 0 - 20 °C
2: N-Bromosuccinimide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: ammonium hydroxide / methanol / 16 h / 0 - 20 °C
2: N-Bromosuccinimide / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1.1: ammonia / methanol / 0.5 h / 20 - 30 °C
1.2: 16 h
2.1: N-Bromosuccinimide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: ammonia / methanol / 96 h / 20 °C / Cooling with ice
2: N-Bromosuccinimide / dichloromethane / 2 h / 0 °C |
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Multi-step reaction with 2 steps
1.1: ammonia / methanol / 0.5 h / 20 - 30 °C
1.2: 16 h / 20 - 60 °C
2.1: N-Bromosuccinimide / tetrahydrofuran / 15 h / 20 °C / Inert atmosphere |
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Multi-step reaction with 2 steps
1: ammonium hydroxide / water; methanol / 19 h / 25 °C
2: N-Bromosuccinimide / tetrahydrofuran / 25 °C / Inert atmosphere |
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Reference:
[1]Current Patent Assignee: MERCK & CO INC - WO2012/3642, 2012, A1
[2]Current Patent Assignee: MERCK & CO INC - WO2012/40924, 2012, A1
Current Patent Assignee: MERCK & CO INC - WO2012/41227, 2012, A1
[3]Current Patent Assignee: MERCK & CO INC - WO2012/40923, 2012, A1
Location in patent: Page/Page column 81
Current Patent Assignee: MERCK & CO INC - WO2012/50848, 2012, A1
Location in patent: Page/Page column 81
[4]Current Patent Assignee: ABBVIE INC; ABBOTT LABORATORIES INC - WO2012/83170, 2012, A1
[5]Current Patent Assignee: MERCK & CO INC - WO2012/125926, 2012, A2
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[7]Current Patent Assignee: MERCK & CO INC - EP2545060, 2015, B1
[8]Current Patent Assignee: NANJING SANHOME INVESTMENT GROUP CO LTD - US2016/297804, 2016, A1
[9]Current Patent Assignee: NANJING SANHOME INVESTMENT GROUP CO LTD - CN105985355, 2016, A
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[11]Current Patent Assignee: MERCK & CO INC - EP2513113, 2018, B1
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[13]Current Patent Assignee: MERCK & CO INC; WUXI APPTEC CO., LTD. - US2019/127365, 2019, A1