Alternatived Products of [ 137778-11-1 ]
Product Details of [ 137778-11-1 ]
CAS No. : | 137778-11-1 |
MDL No. : | MFCD19440530 |
Formula : |
C7H8BrNO
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | JUUUESPVQDOIBC-UHFFFAOYSA-N |
M.W : |
202.05
|
Pubchem ID : | 15094702 |
Synonyms : |
|
Safety of [ 137778-11-1 ]
Application In Synthesis of [ 137778-11-1 ]
* 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 [ 137778-11-1 ]
- Downstream synthetic route of [ 137778-11-1 ]
- 1
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[ 137778-11-1 ]
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[ 137778-18-8 ]
Yield | Reaction Conditions | Operation in experiment |
|
With Dess-Martin periodane; In dichloromethane; at 0 - 20℃; for 2h; |
A solution of (5-bromo-6-methylpyridin-2- yl)methanol (523 mg, 2.60 mmol) in DCM (8.6 mL) was cooled to 0C and DMP (1.60 g, 3.90 mmol) was added in one portion. The reaction mixture was warmed to rt and stirred at this temperature for 2 h. The reaction was quenched by the addition of satd. aq. NaHCO3 (10 mL) and satd. aq. sodium thiosulfate and stirred vigorously for 1 h. The layers were separated, and the aq. layer was extracted with DCM. The organic layers were combined and dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound which was used without further purification. MS = 201.0 [M+1]+ |
- 2
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[ 3430-31-7 ]
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[ 137778-11-1 ]
- 3
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[ 1008361-77-0 ]
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[ 137778-11-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -15 °C
1.2: 1 h / 0 - 20 °C
2.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 2 h / 20 °C / Cooling with ice |
|
- 4
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[ 137778-18-8 ]
-
[ 137778-11-1 ]
Yield | Reaction Conditions | Operation in experiment |
|
With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 20℃; for 2h;Cooling with ice; |
Step 3: (5-bromo-6-methylpyridin-2-yl)methanol: A mixture of 5-bromo-6- methylpicolinaldehyde (25 g, 0.125 mol) was dissolved in THF (100 mL) and MeOH (100 mL)cooled in an ice bath. NaBH4 (7.10 g, 0.187 mol) was added and stirred below 20C for 2 hours. After cooled to 0C, H20 (50 mL) was added, and the resulting mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2504, filtered and concentrated to obtained crude product which was purified by silica gel chromatography (EtOAc in petroleum ether, 0-50% ) to give the title compound. |