HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → [2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Methoxybenzene-1,2-diamine | HCID 184268 | — |
| Reactant | Tert.-butoxycarbonyl-methylamino-propanoic acid | HCID 86641926 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [2-(2-Amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester | HCID 68411798 | — |
Reaction Steps
To a solution of 1.35 g of tert.-butoxycarbonyl-methylamino-propanoic acid in 50 mL DCM were added 3.4 mL of DIPEA, 81 mg of DMAP, 1.0 g of HOBt, 1.5 g of EDC and 0.91 g of 3-methoxybenzene-1,2-diamine. The resulting mixture was stirred at rt for 3 h and then quenched with water. The organic phase was washed with sat. aq. NaHCO3, dried over MgSO4 and concentrated on vacuo to yield 2.9 g of [2-(2-amino-3-methoxy-phenylcarbamoyl)-ethyl]-methyl-carbamic acid tert.-butyl ester as brown oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202885B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-39e36709953048d28651a2f8cb4122a3 |
| Source note | uspto-grants-2012_06 |