HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 6-[(6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]hexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 6-aminohexanoate hydrochloride | HCID 11499324 | — |
| Reactant | 4-Chloro-6-phenylfuro[2,3-d]pyrimidine | HCID 57946488 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 6-[(6-phenylfuro[2,3-d]pyrimidin-4-yl)amino]hexanoate | HCID 25123737 | — |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
Heat 2.0 g (8.67 mmol) 4-chloro-6-phenylfuro[2,3-d]pyrimidine and 6.04 ml (34.7 mmol) DIEA in 5 ml DMF to 160° C. Add 3.15 g (17.34 mmol) 6-aminohexanoic acid methyl ester hydrochloride and stir for 4 h at 160° C. After cooling, add the mixture to ice water and extract three times with ethyl acetate. Combine the organic phases and wash with saturated ammonium chloride solution, dry over magnesium sulphate and concentrate under vacuum. Add methanol to the oil residue. Filter off the precipitated solid with suction, wash with methanol again and dry the solid at high vacuum. 1.85 g (57.2% of theor.) of the target compound is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183246B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-5cdc9941b0684131bd89d6c7c9fe9ad1 |
| Source note | uspto-grants-2012_05 |