Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | (5-Amino-1H-pyrazol-4-yl)(thiophen-2-yl)methanone | HCID 11550150 | — |
| Reactant | HCID 67279190 | HCID 67279190 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 24802824 | HCID 24802824 | 92.3% |
Reaction Steps
A mixture of 0.070 g (0.36 mmol) of (5-amino-1H-pyrazol-4-yl)-thiophene-2-yl-methanone and 0.1 g (0.38 mmol) of N-[5-(3-dimethylamino-acryloyl)-2-methoxy-phenyl]-N-methyl-acetamide in 10 mL of glacial acetic acid was refluxed for 2.5 hours and then the solvent was removed by reduced pressure distillation. To the resulting residue were added 15 mL of dichloromethane and 10 mL of saturated sodium bicarbonate solution. The two layers were separated, and the aqueous layer was washed with 10 mL of dichloromethane. The organic layers were washed with 10 mL of water and dried over magnesium sulfate. The dichloromethane layer was evaporated to dryness to yield an oil which, in the presence of ethyl acetate, gave 135 mg of N-{2-methoxy-5-[3-(thiophene-2-carbonyl)-pyrazolo[1,5-a]pyrimidin-7-yl]-phenyl}-N-methyl-acetamide as a solid (yield 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158632B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-df17d6a450784674aa881188596f7c8f |
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| Source note | uspto-grants-2012_04 |
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