HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641583Generated: October 30, 2026
Diisopropylethylamine → N-(2-tert-butoxycarbonylamino-5-trifluoromethyl-phenyl)-malonamic acid benzyl ester
https://huagongshe.com/reaction/641583
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Benzyloxy)-3-oxopropanoic acid | HCID 181659 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | tert-butyl N-(2-amino-4-(trifluoromethyl)phenyl)carbamate | HCID 24689211 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(2-tert-butoxycarbonylamino-5-trifluoromethyl-phenyl)-malonamic acid benzyl ester | HCID 68617235 | 61.2% |
Reaction Steps
(2-Amino-4-trifluoromethyl-phenyl)-carbamic acid tert-butyl ester (570 mg) was dissolved in CH2Cl2 (15 ml) and DMF (5 ml) prior to the addition of DIEA (2.3 ml) and malonic acid monobenzyl ester (400 mg). After cooling to 0° C., HATU (940 mg) was added. The resulting mixture was warmed to rt and stirred overnight before being concentrated. Flash chromatography of the resulting residue gave N-(2-tert-butoxycarbonylamino-5-trifluoromethyl-phenyl)-malonamic acid benzyl ester (570 mg), MS found: (M−H)−=451.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07696205B2 |
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| Source dataset | uspto-grants-2010_04 |
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| ORD ID | ord-c797e802e4394a6fb83d0dadd3f60b83 |
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| Source note | uspto-grants-2010_04 |
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