Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 3-bromopropanoate | HCID 76934 | — |
| Reactant | HCID 58280184 | HCID 58280184 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25095902 | HCID 25095902 | — |
Reaction Steps
Dissolve 160 mg (0.4 mmol) of (+/−)-5-(4-methoxyphenyl)-6-phenyl-4-(pyrrolidin-2-ylmethoxy)-furo[2,3-d]pyrimidine (Example 38A) in 0.8 ml of THF and add 110 μl (0.8 mmol) of triethylamine and 87 μl (0.8 mmol) of 3-bromopropionic acid methyl ester. Stir the mixture at 20-40° C. overnight, then dilute with dichloromethane and wash with saturated sodium hydrogencarbonate solution. Concentrate the solution under reduced pressure and purify the resulting oil by preparative RP-HPLC (eluent: acetonitrile/water gradient). 90 mg (44% of theory) of the target product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08324222B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-b5da697559924f2c9cea1a1eb2b70e10 |
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| Source note | uspto-grants-2012_12 |
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