Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-chloro-2-nitrobenzyl bromide | HCID 12232551 | — |
| Reactant | HCID 67246834 | HCID 67246834 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67247411 | HCID 67247411 | — |
Reaction Steps
Triethylamine (1.16 mL, 8.61 mmol) was added to a stirred solution of compound of Example 37a (2.87 g, 11.78 mmol) and compound of Example 1f (1.5 g, 5.74 mmol) in dry dichloromethane (75 mL). The reaction mixture was stirred at 0° C. for 20 min, was poured in water (100 mL) and extracted with chloroform (2×50 mL). The combined extract was washed with water (50 mL), brine (50 mL) and concentrated under vacuum to obtain the crude product, which was purified by column chromatography (silica gel, 5% ethyl acetate in pet ether 60-80° C.) to obtain the title compound. Yield: 1.93 g, (77.82%); 1H NMR (DMSO-d6, 300 MHz): δ 2.55 (s, 3H, CH3), 3.90 (s, 3H, OCH3), 4.25 (s, 2H, CH2), 7.45 (s, 1H, Ar), 7.50-7.60 (m, 2H, Ar), 7.75 (s, 1H, Ar), 7.85 (s, 1H, Ar); MS: m/e (ES−) 431 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07964631B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-4ecc9adc9b3f486093e6dc713fa77f2c |
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| Source note | uspto-grants-2011_06 |
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