7-(tert-Butyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine synthesis
- Product Name:7-(tert-Butyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
- CAS Number:1402444-77-2
- Molecular formula:C10H12ClN3
- Molecular Weight:209.68
10017-37-5
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Yield:1402444-77-2 79%
Reaction Conditions:
with N-ethyl-N,N-diisopropylamine in 2-methoxy-ethanol at 70;
Steps:
7-(tert-butyl)-4-chloro-7H-pyrrolo[2,3-d]pyrimidine
A solution of 2-(4,6-dichloropyrimidin-5-yl)acetaldehyde (5.00 g, 25.4 mmol) in 2-methoxyethan-1-ol (25.4 mL) was treated sequentially with 2-methylpropan-2-amine hydrochloride (4.80 mL, 30.5 mmol) and DIEA (13.3 mL, 76.2 mmol). The resulting mixture was stirred overnight at 70 °C. After cooling to RT, the reaction mixture was partially concentrated in vacuo. The residual mixture was diluted with water (100 mL), and extracted with EtOAc (2 x 100 mL). The combined organic extracts were filtered through PS paper, and concentrated in vacuo. The crude residue was purified by silica chromatography (0-50% EtOAc in hexanes) to afford the title compound (4.20 g, 79% yield). MS (apci) m/z = 210.1 (M+H).
References:
WO2019/143977,2019,A1 Location in patent:Paragraph 00674-00677
75-64-9
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16019-30-0
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16019-31-1
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2049-80-1
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