HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 10023469, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 57593727 | HCID 57593727 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10023469 | HCID 10023469 | — |
Reaction Steps
To a mixture of 3-[[5-bromo-4-(prop-2-ynyloxy)pyrimidin-2-yl]amino]-5-[(2-hydroxyethyl)amino]benzoic acid and triethylamine (57 μl) in tetrahydrofuran (4 ml) was added ethyl chloroformiate (37 μl) at −10° C. After stirring for 15 minutes at 0° C. sodium borohydride (44 mg) and methanol (3.6 ml) were added and stirring continued over night at room temperature. After dilution with water the reaction mixture was extracted with ethyl acetate and the organic layer subsequently washed with saturated NaHCO3-solution and brine After drying (Na2SO4) and evaporation the residue was subjected to chromatography on-silica gel (hexanes/ethyl acetate) to yield the title compound (59 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504410B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-f49c32b0920a4499b5b919e358e164f0 |
| Source note | uspto-grants-2009_03 |