HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86705480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| 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 | HCID 68294084 | HCID 68294084 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86705480 | HCID 86705480 | 53.8% |
Reaction Steps
To a solution of 72 (102 mg, 0.401 mmol) and 104 (126 mg, 0.364 mmol) and HATU (152 mg, 0.401 mmol) in DMF (5 mL) was added DIPEA (190 μL, 1.09 mmol). The reaction mixture was stirred at RT for 18 h. The reaction was diluted with EtOAc and washed with 1M HCl, satd. aq. NaHCO3, dried (Na2SO4), filtered and concentrated. The crude product was purified by reverse phase column chromatography (SP4) eluting with a MeCN/H2O gradient (5 to 95% MeCN) to afford 102 mg (53.8%) of (S)-tert-butyl 2-(4-chloro-3-fluorophenyl)-4-(2-(isopropylamino)-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)-4-oxobutyl(methyl)carbamate (106).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133187B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-ebc29fbcf738426e92a622435dfe609f |
| Source note | uspto-grants-2015_09 |