HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 136121380, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (3S)-(-)-3-(tert-Butoxycarbonylamino)pyrrolidine | HCID 1514396 | — |
| Reactant | 2-(4-Chloro-7-methylquinazolin-2-yl)-phenol | HCID 136105032 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 136121380 | HCID 136121380 | 81.3% |
Reaction Steps
To 2-(4-chloro-7-methyl-quinazolin-2-yl)-phenol (551 mg, 2.03 mmol) in 2.5 mL of DMF at room temperature was added sequentially (S)-pyrrolidin-3-yl-carbamic acid tert-butyl ester (740 mg, 3.9 mmol) and triethylamine (567 μL, 4.0 mmol), and the reaction mixture was stirred for 12 h. The reaction mixture was diluted with water (10 mL) and CH2Cl2 (10 mL). The organic layer was separated and dried (Na2SO4), and the residue was purified via silica gel chromatography with 25-85% ethyl acetate/hexanes to give of (S)-{1-[2-(2-hydroxy-phenyl)-7-methyl-quinazolin-4-yl]-pyrrolidin-3-yl}-carbamic acid tert-butyl ester (694 mg, 81%). LC/MS: m/z 421 (M+H)+ at 2.79 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928107B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-0993d29a6f3c46a68d53c87e9b1e1482 |
| Source note | uspto-grants-2011_04 |