HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonic Acid → 3,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonic Acid | HCID 7371 | — |
| Reactant | 6-(6-chloropyrimidine-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one | HCID 58181162 | — |
| Reactant | 5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one | HCID 59166722 | — |
| Solvent | 2-Pentanol | HCID 22386 | — |
| Product | 3,4-dimethyl-6-(6-(2'-oxo-1,1',2',3-tetrahydrospiro[inden-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-carbonyl)benzo[d]oxazol-2(3H)-one | HCID 58346322 | — |
Reaction Steps
16.0 mg (0.100 mmol) benzenesulphonic acid were added to 126 mg (0.500 mmol) 5-amino-1,3-dihydrospiro[inden-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one and 152 mg (0.500 mmol) 6-(6-chloro-pyrimidin-4-carbonyl)-3,4-dimethyl-3H-benzoxazol-2-one in 5.0 mL of 2-pentanol and boiled for 4 h. The reaction mixture was evaporated down and purified by preparative HPLC. The fractions containing the product were combined, the organic solvent was eliminated i.vac. and the aqueous phase remaining was neutralised with 1M aqueous NaOH solution. The product precipitated as a solid was suction filtered, washed with water and dried i. vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450327B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-0d50a0d3c58a4faa9c2fdd511a3c7841 |
| Source note | uspto-grants-2013_05 |