HuagongsheHuagongshe Chemistry Print Report · For research reference only
(Dimethyl sulfide)trihydroboron → HCID 22034144, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 131723743 | HCID 131723743 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22034144 | HCID 22034144 | — |
Reaction Steps
Dissolve 2-(4-methoxyphenyl)-N-(2-{[7-(4-methoxy-2,6-dimethylphenyl)-2,5-dimethylpyrrolo[2,3-e]pyrimidin-4-yl]aminoethyl)acetamide in anhydrous THF (5 mL) and stir under N2. Add borane-dimethylsulfide complex (0.2 mL, 10.0 M in THF) and heat to reflux for 14 h. Quench by addition of N,N′-dimethyl-1,2-ethylenediamine (0.21 mL) in MeOH (5 mL) and stir for 1 h at ambient temperature. Concentrate under reduced pressure and purify the residue by preparative TLC, eluting with 10% MeOH in CH2Cl2. Dissolve the residue in a minimum amount of MeOH then add HCl in EtOAc (2 mL) and triturate with Et2O to obtain the title compound as a solid (HCl salt).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06696445B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-de5950418f764772b86b78f9693b8e25 |
| Source note | uspto-grants-2004_02 |