HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-methyl 2-(3-(2,4-dimethoxybenzyl)ureido)-3-methylbutanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dimethoxybenzylamine | HCID 597250 | — |
| Reactant | Methyl (S)-(-)-2-Isocyanato-3-methylbutyrate | HCID 10397066 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | (S)-methyl 2-(3-(2,4-dimethoxybenzyl)ureido)-3-methylbutanoate | HCID 2012917 | — |
Reaction Steps
A solution of (S)-methyl-2-isocyanato-3-methylbutanoate (4.46 mL, 29.9 mmol) in CHCl3 (50 mL) was added drop-wise to a solution of (2,4-dimethoxyphenyl)-methanamine (5.00 g, 29.9 mmol) and NEt3 (8.34 mL, 59.8 mmol) in CHCl3 (100 mL) at ambient temperature. The resultant mixture was heated at 60° C. for 12 hours, then cooled to ambient temperature. The cooled reaction mixture was concentrated to provide (S)-methyl 2-(3-(2,4-dimethoxybenzyl)ureido)-3-methylbutanoate as a white solid, 1.25 g (13%). LCMS (APCI+) m/z 325 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865726B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-0d085a4da4e146a282afa81960bb84fd |
| Source note | uspto-grants-2014_10 |