HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 131736179, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | HCID 90102094 | HCID 90102094 | — |
| Reactant | (S)-2-(1-((5-Bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one | HCID 131736122 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 131736179 | HCID 131736179 | 9% |
Reaction Steps
(S)-2-(1-((5-Bromo-7-((2-(trimethylsilyl)ethoxy)methyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)ethyl)-5-methyl-3-phenylpyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (93 mg, 0.16 mmol) was treated with 2-(3-fluoro-5-methoxybenzyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (130 mg, 0.38 mmol), sodium carbonate (40 mg, 0.38 mmols) and 1,1′-bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (11 mg, 0.02 mmol) in a mixture of 1,2-dimethoxyethane (1.1 ml) and water (0.3 ml) according to the method described in Preparation 62. The residue was purified using SP1® Purification System (0% to 40%, hexane-ethyl acetate) to give 14 mg (9% yield, 68% purity) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388189B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-ac9b9176c8654de9addcbb8b141e1ab9 |
| Source note | uspto-grants-2016_07 |