HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methylindoline → 5-(4-(2-methylindoline-1-carbonyl)pyridin-2-ylamino)-1,3-dihydrospiro[indene-2,3'-pyrrolo-[2,3-b]pyridin]-2'(1'H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methylindoline | HCID 23305 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-(2'-Oxo-1,1',2',3-tetrahydrospiro[indene-2,3'-pyrrolo[2,3-b]pyridin]-5-ylamino)isonicotinic acid | HCID 58117523 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(4-(2-methylindoline-1-carbonyl)pyridin-2-ylamino)-1,3-dihydrospiro[indene-2,3'-pyrrolo-[2,3-b]pyridin]-2'(1'H)-one | HCID 49801375 | — |
Reaction Steps
150 mg (0.40 mmol) 2-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-ylamino)isonicotinic acid, 55 μL (0.42 mmol) 2-methylindoline, 0.15 mL (0.87 mmol) DIPEA and 130 mg (0.41 mmol) TBTU in 1.8 mL DMF were stirred overnight at RT. The purification was carried out by preparative HPLC-MS. The product-containing fractions were combined and lyophilised.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110575B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-797f87507cf241dc8524d56b81a1708d |
| Source note | uspto-grants-2012_02 |