HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {2-Amino-6-[2-(3-aminopyrrolidine-1-carbonyl)phenyl]quinazolin-4-yl}-(1,3-dihydroisoindol-2-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl (1-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzoyl}pyrrolidin-3-yl)carbamate | HCID 67367412 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | {2-Amino-6-[2-(3-aminopyrrolidine-1-carbonyl)phenyl]quinazolin-4-yl}-(1,3-dihydroisoindol-2-yl)methanone | HCID 46701229 | — |
Reaction Steps
The product is obtained analogously to “A34” by reaction of 2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzoic acid with tert-butyl pyrrolidin-3-ylcarbamate. The resultant tert-butyl (1-{2-[2-amino-4-(1,3-dihydroisoindole-2-carbonyl)quinazolin-6-yl]benzoyl}pyrrolidin-3-yl)carbamate is treated directly with 1 M HCl in dioxane, causing the protecting group to be cleaved. The purification is carried out by means of column chromatography;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546565B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-a8eb97830aea43f8a1daaad9c42a59a4 |
| Source note | uspto-grants-2013_10 |