HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49302Generated: October 26, 2026
Methyl 3-hydroxy-4,5-dimethoxybenzoate → 1,4-Bis[5-(3-benzyloxy-4,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine
https://huagongshe.com/reaction/49302
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 3-hydroxy-4,5-dimethoxybenzoate | HCID 2733956 | — |
| Reactant | 1,4-Bis(5-bromo-2-pyridyl)hexahydro-1,4-diazepine | HCID 12991593 | — |
| Reactant | (3-(Benzyloxy)-4,5-dimethoxyphenyl)boronic acid | HCID 20634994 | — |
| Product | 1,4-Bis[5-(3-benzyloxy-4,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine | HCID 20634961 | — |
Reaction Steps
The procedure described in Example 31 was employed. From 1,4-bis(5-bromo-2-pyridyl)hexahydro-1,4-diazepine (115.0 mg, 0.280 mmol) synthesized in Reference Example 1 and 3-benzyloxy-4,5-dimethoxyphenylboronic acid (170.0 mg, 0.590 mmol) synthesized from methyl 3-hydroxy-4,5-dimethoxybenzoate (Indian J. Chem., 21B, 27-29, (1982)) by a similar procedure to that described in Reference Example 8, 1,4-bis[5-(3-benzyloxy-4,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine was obtained as a colorless viscous oil (173.0 mg, yield: 84%). From 1,4-bis[5-(3-benzyloxy-4,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepine (157.0 mg, 0.210 mmol), 1,4-bis[5-(3-hydroxy-4,5-dimethoxyphenyl)-2-pyridyl]-hexahydro-1,4-diazepine was obtained as a colorless oil (97.0 mg, yield: 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06706703B2 |
|---|
| Source dataset | uspto-grants-2004_03 |
|---|
| ORD ID | ord-f6ecae9d0ee44d47af7768ec0c6687ab |
|---|
| Source note | uspto-grants-2004_03 |
|---|