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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-hydroxy-4,5-dimethoxybenzoateHCID 2733956—
Reactant1,4-Bis(5-bromo-2-pyridyl)hexahydro-1,4-diazepineHCID 12991593—
Reactant(3-(Benzyloxy)-4,5-dimethoxyphenyl)boronic acidHCID 20634994—
Product1,4-Bis[5-(3-benzyloxy-4,5-dimethoxyphenyl)-2-pyridyl]hexahydro-1,4-diazepineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06706703B2
Source datasetuspto-grants-2004_03
ORD IDord-f6ecae9d0ee44d47af7768ec0c6687ab
Source noteuspto-grants-2004_03