HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3'-pyrrolo[2,3-b]pyridin]-2'(1'H)-one | HCID 57974090 | — |
| Reactant | tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate | HCID 68154191 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (3R)-tert-butyl 3-(3,5-difluorophenyl)-5-oxo-4-(2-oxo-2-(2'-oxo-1',2',5,7-tetrahydrospiro[cyclopenta[b]pyridin-6,3'-pyrrolo[2,3-b]pyridin]-3-ylamino)ethyl)-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate | HCID 68154406 | — |
Reaction Steps
0.13 g (0.28 mmol) tert-butyl (R)-4-carboxymethyl-3-(3,5-difluoro-phenyl)-5-oxo-8,11-dioxa-1,4-diaza-spiro[5.6]dodecane-1-carboxylate in 2 ml DMF were combined with 0.11 g (0.29 mmol) HATU and 0.08 ml (0.60 mmol) TEA and stirred for 3 min at RT. Then 72 mg (0.28 mmol) 3-amino-5,7-dihydrospiro[cyclopenta-[b]pyridin-6.3′-pyrrolo[2,3-b]pyridin]-2′(1′H)-one were added and the mixture was stirred overnight at RT. The reaction mixture was poured onto saturated sodium hydrogen carbonate solution. The precipitate formed was suction filtered, washed with water and dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765763B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-6fbd4eac41c04364a55d76724c56b438 |
| Source note | uspto-grants-2014_07 |