5-chloro-1-Methyl-4-nitro-1H-pyrazole synthesis
- Product Name:5-chloro-1-Methyl-4-nitro-1H-pyrazole
- CAS Number:42098-25-9
- Molecular formula:C4H4ClN3O2
- Molecular Weight:161.55
3994-50-1
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Yield:42098-25-9 93%
Reaction Conditions:
with hexachloroethane;lithium hexamethyldisilazane in tetrahydrofuran;dichloromethane at 25; for 1 h;
Steps:
1.a (a) 5-Chloro-l-methyl-4-nitro-lH-pyrazole
Example 1 7-(Azetidin-l-yl)-3-methyl-l-(l-methyl-5-(4-(trifluoromethyl)phenyl)-lH- pyrazol-4-yl)-lH-pyrazolo[4, -d]pyrimidine (a) 5-Chloro-l-methyl-4-nitro-lH-pyrazole Lithium bis(trimethylsilyl)amide (1.0 M, 65 mL, 65 mmol) in THF is added dropwise into a solution of l-methyl-4-nitro-lH-pyrazole (5.50 g, 43.3 mmol) and hexachloroethane (10.54 g, 44.5 mmol) in methylene chloride (120 mL) at 25 °C. The reaction mixture is stirred at 25 °C for 60 min, and then quenched with water (1 mL). The mixture is evaperated to dryness. The residue is washed with water (50 mL), sat. NaHCC>3 two times (2x30 mL) and brine (30 mL) successively, and then dried under vacuum to give 6.50 g of product (93% yield). MS (ESI) mJz 162.0 [M+H]+. NMR (500 MHz, CDC ) δ 8.15 (s, 1H), 3.92 (s, 3H).
References:
INTRA-CELLULAR THERAPIES, INC.;LI, Peng;ZHENG, Hailin;SNYDER, Gretchen;WENNOGLE, Lawrence P.;HENDRICK, Joseph WO2016/90380, 2016, A1 Location in patent:Paragraph 0021
2075-46-9
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67-72-1
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3994-50-1
137 suppliers
$7.00/1g
42098-25-9
86 suppliers
inquiry