HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2R,4S)-1-(tert-Butoxycarbonyl)-4-(2-(2-methoxyphenyl)quinazolin-4-ylamino)pyrrolidine-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | (2R,4S)-1-tert-butyl 2-methyl 4-(2-(2-methoxyphenyl)quinazolin-4-ylamino)pyrrolidine-1,2-dicarboxylate | HCID 67365675 | — |
| Solvent | Water | HCID 962 | — |
| Product | (2R,4S)-1-(tert-Butoxycarbonyl)-4-(2-(2-methoxyphenyl)quinazolin-4-ylamino)pyrrolidine-2-carboxylic acid | HCID 67366705 | 96.6% |
Reaction Steps
(2R,4S)-1-tert-Butyl 2-methyl 4-(2-(2-methoxyphenyl)quinazolin-4-ylamino)pyrrolidine-1,2-dicarboxylate (0.415 g, 0.851 mmol) and lithium hydroxide monohydrate (0.089 g, 2.128 mmol) were dissolved in water (8 mL) and dioxane (8 mL) and stirred for 1 hour. Water (30 mL) was added and the mixture was acidified to pH 4 with 1M HCl. The aqueous layer was extracted with ethyl acetate (4×30 mL). The combined organic extracts were dried (MgSO4) and concentrated to give the title compound as a solid (0.382 g, 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08324226B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-0f0c6f13633c4952ad11d54765294b14 |
| Source note | uspto-grants-2012_12 |