tert-butyl 1-benzhydrylazetidin-3-yl(Methyl)carbaMate synthesis
- Product Name:tert-butyl 1-benzhydrylazetidin-3-yl(Methyl)carbaMate
- CAS Number:854038-91-8
- Molecular formula:C22H28N2O2
- Molecular Weight:352.47
91189-18-3
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Yield: 92%
Reaction Conditions:
with sodium hydride in tetrahydrofuran at 20; for 1 h;
Steps:
2-2.1
EXAMPLE 2-2 4- [3- (methylamino) azetidin-1-yl]-6-phenylpyrimidin-2-amine dihydrochloride 1) tert-Butyl [1- (diphenylmethyl) azetidin-3-yl] methylcarbamate To a suspension of NaH (60%, 0.072 g) and iodomethane (0.14 ml) in THF (3 ml) was added a solution of tert-butyl [1- (diphenylmethyl) azetidin-3-yl] carbamate (0.507 g) in THF (2 ml) dropwise. The reaction mixture was stirred at room temperature for 1 hour, then poured into water, and extracted with ethyl acetate. The extract was washed with brine, . dried over anhydrous sodium sulfate, and evaporated. Purification by column chromatography (hexane/ethyl acetate 5: 1) gave tert-butyl [1- (diphenylmethyl) azetidin-3- yl] methylcarbamate (0.488 g, 92% yield) as a solid. 1H NMR (500 MHz, CDC13) a 1.41 (s, 9H), 2. 87 (s, 3H), 2.99 (br s, 2H), 3.40-3. 48 (m, 2H), 4.32 (s, 1H), 4.46 (br, 1H), 7.15-7. 21 (m, 2H), 7.24-7. 30 (m, 4H), 7.37-7. 42 (m, 4H).
References:
BAYER HEALTHCARE AG WO2005/54239, 2005, A1 Location in patent:Page/Page column 40
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