HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 411050Generated: October 26, 2026
Triethylamine → (4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl ester
https://huagongshe.com/reaction/411050
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Glycine tert-butyl ester | HCID 151417 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-(Methylamino)-3-nitrobenzoyl chloride | HCID 17946449 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl ester | HCID 67332520 | 83.3% |
Reaction Steps
(4-Methylamino-3-nitro-benzoylamino)-acetic acid tert-butyl ester (1.2 g) was prepared starting from 4-methylamino-3-nitro-benzoyl chloride (1 g), amino-acetic acid tert-butyl ester (721 mg), triethylamine (1.4 mL) in DCM (10 mL). The reaction was stirred at 0° C. for 1 h. The reaction was added to DCM (50 mL) and saturated sodium bicarbonate solution (50 mL). The phases were separated, and the aqueous phase was extracted twice with DCM. The combined organics were dried over sodium sulfate and then filtered. The solvent was evaporated and crude compound was purified by flash chromatography using DCM:methanol gradient.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759535B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-7d412386c4344dfcac67f98674e7fd98 |
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| Source note | uspto-grants-2014_06 |
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