HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590Generated: October 23, 2026
4-Bromobenzoic acid → 4-[(2-Carbamoylethyl)amino]benzoic acid
https://huagongshe.com/en/reaction/590
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromobenzoic acid | HCID 11464 | — |
| Reactant | 3-Aminopropanamide hydrochloride | HCID 22222288 | — |
| Reagent | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Catalyst | (R)-(-)-1-[(S)-2-(Dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine;Ferrocene, 1-[(1R)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(dicyclohexylphosphino)-, (2R)- | HCID 144543273 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[(2-Carbamoylethyl)amino]benzoic acid | HCID 62231375 | 0% |
Reaction Steps
Palladium (II) acetate (0.011 g, 0.05 mmol) was added to(R)-(-)-1-[(S)-2-(dicyclohexylphosphino)ferrocenyl]ethyldi-t-butylphosphine (0.027 g, 0.05 mmol) in THF (1 mL) in a reaction vessel evacuated and purged with nitrogen. The resulting catalyst mixture was stirred and under nitrogen at 50 °C for 30 minutes. 04-Dec-2013 10:52:28 AM -0500 LiHMDS (1.194 mL, 1.19 mmol), 3-aminopropanamide, HCl (0.077 g, 0.62 mmol) and 4-bromobenzoic acid (0.1 g, 0.50 mmol) was added to a second reaction vessel and purged with nitrogen. were added at 20 °C. The catalyst solution was added to the reaction mixture and the resulting mixture was stirred at 120 °C for 16 hours. LCMS showed starting material only. Desired product not isolated from this reaction.
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-f95171c2975240019dea4c87294370ec |
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| Source note | 750 AstraZeneca ELN dataset |
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