HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846531Generated: November 2, 2026
Hydrochloric Acid → 4-methyl-6-(6-(2'-oxo-1.1'.2'.3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-one
https://huagongshe.com/reaction/1846531
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-amino-1,3-dihydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one | HCID 59166722 | — |
| Reactant | 6-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-one | HCID 86663894 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-methyl-6-(6-(2'-oxo-1.1'.2'.3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)pyrimidin-4-ylamino)benzo[d]oxazol-2(3H)-one | HCID 66978372 | — |
Reaction Steps
57 mg (0.23 mmol) 5-amino-1,3-dihydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one, 80 mg (0.23 mmol) 6-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-one and 69 mg (0.50 mmol) potassium carbonate were combined in 1.5 mL NMP and stirred for 2 h at 130° C. Then the reaction mixture was cooled, acidified with 1M aqueous hydrochloric acid solution and stirred for 1 h at 50° C. The reaction mixture was diluted with water, the precipitate was taken up in DMF and purified by preparative HPLC. The product-containing fractions were combined and freeze-dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08952014B2 |
|---|
| Source dataset | uspto-grants-2015_02 |
|---|
| ORD ID | ord-1cb3adddc6a84d27a683210f2ae11de3 |
|---|
| Source note | uspto-grants-2015_02 |
|---|