HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68052027, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Methyl 4-(aminomethyl)benzoate | HCID 571728 | — |
| Reactant | HCID 56967819 | HCID 56967819 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68052027 | HCID 68052027 | — |
Reaction Steps
To methyl 4-(aminomethyl)benzoate (25 mg, 0.12 mmol), was added DCM (376 μL), DIPEA (43 μL, 0.25 mmol) and triphosgene (11 mg, 0.037 mmol) at 0° C. The reaction was stirred for 2.5 hours before 4-[(3aR,7aR)-octahydro-1H-pyrrolo[3,2-b]pyridin-1-yl]-7H-pyrrolo[2,3-d]pyrimidine (30.2 mg, 0.124 mmol) was added. The resulting solution was stirred for an additional 3 hours before being concentrated in vacuo and purified by mass triggered reverse phase HPLC. Lyophilization of the desired fractions gave the title compound (TFA salt) as a white solid. LRMS calc'd for C23H27N6O3 [M+H]+, 435; found 435. Jak1 activity: ++.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937077B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-2095a06106f542809f36bf432dd39752 |
| Source note | uspto-grants-2015_01 |