HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dipropylamine → 3-(Dipropylcarbamoyl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | Benzoic acid, 3-((dipropylamino)carbonyl)-, methyl ester | HCID 182776 | — |
| Reactant | 3-(Methoxycarbonyl)benzoic acid | HCID 601880 | — |
| Reactant | N-Boc-cis-4-hydroxy-D-proline | HCID 688616 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(Dipropylcarbamoyl)benzoic acid | HCID 182769 | — |
Reaction Steps
Step E (1): Methyl 3-(dipropylcarbamoyl)benzoate. To a solution of 3-(methoxycarbonyl)benzoic acid (6.7 g, 37.2 mmol) in DMF (60 mL) was added HATU (17.0 g, 44.7 mmol) and dipropylamine (9.4 g, 93 mmol) and the reaction mixture was stirred at rt overnight. Ethyl acetate (600 mL) was added and the mixture was washed with H2O, dried and concentrated to give the title compound was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07981913B2 |
| Source dataset | uspto-grants-2011_07 |
| ORD ID | ord-0756099cc8204c859264f0923d623d67 |
| Source note | uspto-grants-2011_07 |