HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889206Generated: October 26, 2026
Tributylamine → 3-(2-Methylcarbamoyl-pyrimidin 5-yl)acrylic acid benzyl ester
https://huagongshe.com/reaction/889206
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | Benzyl acrylate | HCID 75617 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 5-bromo-N-methylpyrimidine-2-carboxamide | HCID 66759926 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(2-Methylcarbamoyl-pyrimidin 5-yl)acrylic acid benzyl ester | HCID 66759306 | — |
Reaction Steps
To a solution of 5-bromo-N-methylpyrimidine-2-carboxamide (0.14 g, 0.64 mmol) in DMF (5 mL) was added acrylic acid benzyl ester (0.13 g, 0.78 mmol), Pd(OAc)2 (14.3 mg), tri-o-tolyl phosphine (49 mg, 0.16 mmol), tributyl amine (0.48 g, 2.59 mmol). The reaction mixture was heated in microwave oven at 110° C. for 1 h. The reaction mixture was cooled to room temperature, partitioned in water (50 mL) and ethyl acetate (50 mL). Ethyl acetate layer was separated, dried (MgSO4), concentrated to give 3-(2-methylcarbamoyl-pyrimidin 5-yl)acrylic acid benzyl ester as a solid, this was washed with hexanes and dried to give the 0.122 g of the product. LCMS (APCI) 298 (M+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08252793B2 |
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| Source dataset | uspto-grants-2012_08 |
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| ORD ID | ord-9abad802e6fa4c629df8d3603c22b2de |
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| Source note | uspto-grants-2012_08 |
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