HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetamide → HCID 178432473, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetamide | HCID 178 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 66599984 | HCID 66599984 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178432473 | HCID 178432473 | 11.2% |
Reaction Steps
A solution of N-(5-(3-(2-methyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)-5-(4-(methylsulfonyl)benzyl)pyridin-2-ylamino)pyridin-2-yl)acetamide (24.5 mg, 0.040 mmol) in DCM (3 mL) was treated with TFA (0.5 mL). The reaction was monitored by LCMS and, upon completion, some hydrolyzed acetamide was also observed. The mixture was concentrated and purified by prep HPLC to give N5-(3-(2-methyl-9H-purin-6-yl)-5-(4-(methylsulfonyl)benzyl)pyridin-2-yl)pyridine-2,5-diamine bis(trifluoroacetate) (3.2 mg, 4.48 μmol, 11.20% yield) followed by N-(5-(3-(2-methyl-9H-purin-6-yl)-5-(4-(methylsulfonyl)benzyl)pyridin-2-ylamino)pyridin-2-yl)acetamide trifluoroacetate (8.4 mg, 0.013 mmol, 32.7% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08362241B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-68bd021cfb494d61a0bad38903469061 |
| Source note | uspto-grants-2013_01 |