HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 86697447, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| 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 86697448 | HCID 86697448 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86697447 | HCID 86697447 | — |
Reaction Steps
(S)-1-(3-bromopyrazolo[1,5-a]pyrimidin-5-yl)-N-methylpyrrolidin-3-amine (200 mg, 0.68 mmol) Boc-L-Leu (187 mg, 0.81 mmol), HATU (385 mg, 1.01 mmol), and triethylamine (375 uL, 2.7 mmol) Taken up in DMF and Stirred at room temp overnight. Reaction diluted with DCM, washed with water, DCM layer then dried over magnesium sulfate filtered and reduced in vacuo. This was then taken up in 26 mL DCM and 4 mL TFA added. Stirred 1 hour until complete by LC/MS. Reaction washed with 1N NaOH, DCM layer removed dried over magnesium sulfate filtered, reduced in vacuo for 226 mg crude product used as is in part D. LRMS (ESI) m/z 409/411 [(M+H)]+, calc'd for C17H24BrN6O: 409.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946415B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-6f3b625deb20401ba51f539571725569 |
| Source note | uspto-grants-2015_02 |