HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 118390096, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyanoacetic acid | HCID 9740 | — |
| 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 131736500 | HCID 131736500 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 118390096 | HCID 118390096 | 36.7% |
Reaction Steps
To a suspension of N4,5-dimethyl-N2-(1-methyl-1H-pyrazol-4-yl)-N4-(3-azaspiro[5.5]undecan-9-yl)pyrimidine-2,4-diamine (93 mg, 0.25 mmol) and 2-cyanoacetic acid (63.8 mg, 0.75 mmol) in a mixture of dichloromethane and N,N-dimethylformamide (8 mL/2 mL) were added O-(7-aza-1H-benzotriazol-1-yl)-N,N,N′,N′-tetramethyluroniumhexafluoro phosphate (51.72 mg, 0.38 mmol) and N,N-diethylethanamine (75.9 mg, 0.75 mmol). The mixture was stirred at rt overnight then concentrated in vacuo and the residue was purified by silica gel column chromatography (DCM/MeOH (v/v)=100/1 to 10/1) to give the title compound as a yellow solid (40 mg, 36.38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-b283d0d97d814174b0fe373be3596643 |
| Source note | uspto-grants-2016_08 |