HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Aminopropionitrile → Methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Aminopropionitrile | HCID 1647 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | 5-tert-Butyl-isophthalic acid monomethyl ester | HCID 12144658 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate | HCID 21075155 | — |
Reaction Steps
Preparation H6, Step 2: To a soultion of 3-tert-butyl-5-(methoxycarbonyl)benzoic acid (700 mg) in DMF (15 mL) at rt was added HATU (1.2 eq), 3-aminopropanenitrile (1.2 eq), and iPr2NEt (1.2 eq). The mixture was stirred at rt for 16 h before water and EtOAc were added. The organic layer was separated and re-washed twice before it was collected, dried over Na2SO4, and concentrated to provide methyl 3-tert-butyl-5-((2-cyanoethyl)carbamoyl)benzoate as a glassy solid (520 mg). MS found: (M+H)+=289.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07163937B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-afe7464cfce8451c86bfed6fc3cf75f0 |
| Source note | uspto-grants-2007_01 |