HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl borate → HCID 86715118, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl borate | HCID 8470 | — |
| Reactant | HCID 86715119 | HCID 86715119 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86715118 | HCID 86715118 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a solution of 3-bromo-2-(cyclopropylmethoxy)-5-iodopyridine (12.5 g) in dry THF (300 mL) was added i-PrMgCl*LiCl (30 mL, 38.3 mmol) dropwise at 0° C. The mixture was stirred at 0° C. for 20 min and then B(OMe)3 (5.5 g) was added at 0° C. The mixture was allowed to warm to r.t. and stirred for 3 h. The mixture was quenched by the addition of brine (50 mL). The organic phase was separated and the aqueous phase was extracted with EA (50 mL×3). The organic phases were combined and the solvent was removed under reduced pressure. The residue was treated according Typical Procedure 5a to obtain the title compound. MS ESI+: m/z=244 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853412B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-d46fac5c8e0346b5bffb0debbb423c9d |
| Source note | uspto-grants-2014_10 |