Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | N,N-Diethyl-2-propanamine | HCID 521913 | — |
| 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 | 4-(2-{[(Tert-butoxy)carbonyl]amino}ethyl)benzoic acid | HCID 16640905 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59263905 | HCID 59263905 | — |
Reaction Steps
4-(2-tert-Butoxycarbonylaminoethyl)benzoic acid (0.307 g) was dissolved in methanol (5 mL) and treated with diethylisopropylamine (0.605 mL) and benzylamine (0.379 mL). The mixture was cooled (0° C.) then HATU (1.32 g) was added in portions. The reaction mixture was stirred for 48 h at room temperature, then partially concentrated in vacuo and partitioned between 2M aqueous hydrochloric acid and ethyl acetate. The organic layer was washed with further aqueous hydrochloric acid, saturated aqueous sodium bicarbonate, water, saturated aqueous sodium chloride, then dried (Na2SO4) and concentrated to afford a colourless oil (>0.41 g) which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07700782B2 |
|---|
| Source dataset | uspto-grants-2010_04 |
|---|
| ORD ID | ord-9dc418872e034eb1a460bd3e8cb19109 |
|---|
| Source note | uspto-grants-2010_04 |
|---|
