HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 131736918, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 131736919 | HCID 131736919 | — |
| Product | HCID 131736918 | HCID 131736918 | 52% |
Reaction Steps
To a solution of (3S,4R)-3-amino-4-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)pyrrolidine-1-carboxylate (2.1 g, 4.1 mmol) in dichloromethane (82 mL) at 0° C. was added DIEA (1.07 mL, 6.1 mmol) and acryloyl chloride (0.36 mL, 4.5 mmol) and the reaction was stirred for 30 mins. LC-MS indicated complete consumption of SM. The reaction mixture was purified by silica gel chromatography to yield tert-butyl (3S,4R)-3-acrylamido-4-((6-(2,6-dichloro-3,5-dimethoxyphenyl)quinazolin-2-yl)amino)pyrrolidine-1-carboxylate (1.26 g, 52%). MS (ES+) C28H31Cl2N5O5 requires: 587, found: 588.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09434700B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-93071d7bf7fc46bcaeebebddf0590c01 |
| Source note | uspto-grants-2016_09 |