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2-Pyridinecarboxaldehyde, 3-(1-methylethyl)- (9CI) synthesis
- Product Name:2-Pyridinecarboxaldehyde, 3-(1-methylethyl)- (9CI)
- CAS Number:780800-74-0
- Molecular formula:C9H11NO
- Molecular Weight:149.19
![2-Pyridinemethanol,3-(1-methylethyl)-(9CI)](/CAS/GIF/780800-73-9.gif)
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Yield:780800-74-0 61%
Reaction Conditions:
with manganese dioxide in dichloromethane;
Steps:
3 COMPOUND 3: 4-(3,3"-Diisopropyl-3',4',5',6'-tetrahydro-2'H-cis-[2,2';6',2"]terpyridin-1'-yl)-butylamine (HBr Salt)
To a vigorously stirred solution of (3-isopropyl-pyridin-2-yl)-methanol (26 g, 170 mmol) in CH2Cl2 (575 mL) was added MnO2 (105 g, 1.20 mol) under N2. The mixture was stirred for 18 h then filtered through a celite pad and concentrated in vacuo. Purification by column chromatography on silica gel (EtOAc/hexanes, 1:3) afforded 3-isopropyl-pyridine-2-carbaldehyde (15.65 g, 61%) as an orange oil. 1H NMR (CDCl3) δ 1.26 (d, 6H, J=7.0 Hz), 4.17 (sep, 1H, J=6.6 Hz) 7.45 (dd, 1H, J=7.9, 4.4 Hz), 7.84 (d, 1H, J=7.9 Hz), 8.56 (dd, 1H, J=4.4, 1.3 Hz), 10.2 (s, 1H).
References:
US2005/154201,2005,A1
![Pyridine, 2-methyl-3-(1-methylethyl)-](/CAS/20180601/GIF/80263-42-9.gif)
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![2-Pyridinecarboxaldehyde, 3-(1-methylethyl)- (9CI)](/CAS/GIF/780800-74-0.gif)
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