HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenylboronic Acid → Ethyl 1-benzyloxymethyl-5-(3-cyclopropoxy-4-difluoromethoxyphenyl)-2-formyl-4-(6-methoxy-3-pyridylmethyl)-1H-pyrrol-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenylboronic Acid | HCID 66827 | — |
| Reactant | 2-Chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo[2,3-d]pyridazin-4-one | HCID 66602826 | — |
| Reactant | 2-(3-Cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane | HCID 66602834 | — |
| Reactant | Ethyl 5-bromo-2-formyl-4-[(6-methoxy-3-pyridinyl)methyl]-1-(phenylmethoxymethyl)pyrrole-3-carboxylate | HCID 77230465 | — |
| Product | Ethyl 1-benzyloxymethyl-5-(3-cyclopropoxy-4-difluoromethoxyphenyl)-2-formyl-4-(6-methoxy-3-pyridylmethyl)-1H-pyrrol-3-carboxylate | HCID 86627051 | 96% |
Reaction Steps
Reaction and post treatment were carried out in the same manner as in Reference example 31 except for using 322 mg (0.66 mmol) of ethyl 1-benzyloxymethyl-5-bromo-2-formyl-4-(6-methoxy-3-pyridylmethyl)-1H-pyrrol-3-carboxylate obtained in Reference example 43-(b) in place of 2-chloro-3-iodo-1-(2-trimethylsilylethoxymethyl)-1,5-dihydropyrrolo-[2,3-d]pyridazin-4-one, and using 323 mg (0.96 mmol) of 2-(3-cyclopropoxy-4-difluoromethoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane obtained in Reference example 1-(a) in place of phenylboronic acid, respectively, whereby 383 mg of the title compound was obtained as a slightly yellowish oil. (Yield: 96%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450319B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-50a302d3637e43e5968f959ae03ad8a6 |
| Source note | uspto-grants-2013_05 |