HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Methyl-1,3-dioxolan-2-yl)aniline → 4,6-dimethyl-pyrimidine-5-carboxylic acid ((R)-3-{4-[4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamino]-piperidin-1-yl}-butyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Methyl-1,3-dioxolan-2-yl)aniline | HCID 11073982 | — |
| Reactant | 4,6-Dimethylpyrimidine-5-carboxylic acid | HCID 14922222 | — |
| Reactant | (betaR)-beta-Methyl-4-oxo-1-piperidinepropanenitrile | HCID 68972438 | — |
| Product | 4,6-dimethyl-pyrimidine-5-carboxylic acid ((R)-3-{4-[4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamino]-piperidin-1-yl}-butyl)-amide | HCID 86602133 | — |
Reaction Steps
Using general procedure A with 4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamine (see EXAMPLE 173) (500 mg, 2.79 mmol) and (R)-3-(4-oxo-piperidin-1-yl)-butyronitrile (487 mg, 2.93 mmol), then general procedure J and then using general procedure E with the resulting amine and 4,6-dimethyl-pyrimidine-5-carboxylic acid (123 mg, 0.81 mmol) afforded 4,6-dimethyl-pyrimidine-5-carboxylic acid ((R)-3-{4-[4-(2-methyl-[1,3]dioxolan-2-yl)-phenylamino]-piperidin-1-yl}-butyl)-amide as a pale beige solid (315 mg, 29% over 3 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07491735B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-c1c35dbc29fe44fa8370992a1f53a21f |
| Source note | uspto-grants-2009_02 |