n-[(4-bromothien-2-yl)methyl]-n-methylamine synthesis
- Product Name:n-[(4-bromothien-2-yl)methyl]-n-methylamine
- CAS Number:814255-78-2
- Molecular formula:C6H8BrNS
- Molecular Weight:206.1
18791-75-8
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74-89-5
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$13.44/25ML
814255-78-2
12 suppliers
$65.00/100mg
Yield:814255-78-2 98%
Reaction Conditions:
Stage #1: 4-Bromothiophen-2-aldehyde;methylamine in tetrahydrofuran;methanol at 0 - 20; for 16 h;
Stage #2: with methanol;sodium tetrahydroborate at 0 - 20; for 6 h;
Steps:
166 1-(4-bromothiophen-2-yl)-N-methylmethanamine
Reference Example 166 1-(4-bromothiophen-2-yl)-N-methylmethanamine To a solution of 4-bromothiophene-2-carbaldehyde (5.1 g) in a mixed solvent of tetrahydrofuran (30 mL) and methanol (30 mL) was added 40% methylamine-methanol solution (27 mL) at 0° C., and the mixture was stirred at room temperature for 16 hr, and concentrated under reduced pressure. The residue was dissolved in methanol (50 mL), sodium borohydride (6.9 g) was added at 0° C., and the mixture was stirred at room temperature for 6 hr, and concentrated under reduced pressure. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was washed successively with saturated aqueous sodium hydrogen carbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound as a yellow oil (5.4 g, yield 98%). 1H-NMR (CDCl3) δ: 2.47 (3H, s), 3.90 (2H, s), 6.83-6.84 (1H, m), 7.10-7.11 (1H, m), 1H: not detected.
References:
US2009/156642,2009,A1 Location in patent:Page/Page column 63
18791-75-8
278 suppliers
$9.00/5g
593-51-1
534 suppliers
$21.00/100g
814255-78-2
12 suppliers
$65.00/100mg