HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 7-methoxy-3-{1-[6-(1,2,7-trimethyl-1H-benzimidazol-5-ylamino)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 7-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-one | HCID 18356852 | — |
| Reactant | (6-iodo-pyrimidin-4-yl)-(1,2,7-trimethyl-1H-benzimidazol-5-yl)-amine | HCID 86663900 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 7-methoxy-3-{1-[6-(1,2,7-trimethyl-1H-benzimidazol-5-ylamino)-pyrimidin-4-yl]-piperidin-4-yl}-1,3,4,5-tetrahydro-benzo[d][1,3]diazepin-2-one | HCID 46244314 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
80 mg (0.29 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one, 0.10 g (0.26 mmol) (6-iodo-pyrimidin-4-yl)-(1,2,7-trimethyl-1H-benzimidazol-5-yl)-amine and 0.15 mL (0.87 mmol) DIPEA were combined in 1.5 mL DMF and stirred at 150° C. The reaction mixture was then purified by preparative HPLC. The product-containing fractions were combined, evaporated down and the residue was dried. This was taken up in DMF and purified again by preparative HPLC. The product-containing fractions were combined and freeze-dried.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08952014B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-613d4b6a02c443c29b13871dc5af20b9 |
| Source note | uspto-grants-2015_02 |