Phosphorus tribromide → 2-[2-(4-Bromomethyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

HRID 564076Notes

Reaction equation

HRID 564076 reaction equation
C(OC1C=CN(CC(C2C=CC(C[Br:25])=CC=2)=O)C(=O)C=1)C1C=CC=CC=1.[Cl:27][C:28]1[CH:29]=[CH:30][C:31]([CH2:34][O:35][C:36]2[CH:41]=[N:40][N:39]([CH2:42][C:43]([C:45]3[CH:50]=[CH:49][C:48]([CH2:51]O)=[CH:47][CH:46]=3)=[O:44])[C:38](=[O:53])[CH:37]=2)=[N:32][CH:33]=1.P(Br)(Br)Br>>[Br:25][CH2:51][C:48]1[CH:49]=[CH:50][C:45]([C:43](=[O:44])[CH2:42][N:39]2[C:38](=[O:53])[CH:37]=[C:36]([O:35][CH2:34][C:31]3[CH:30]=[CH:29][C:28]([Cl:27])=[CH:33][N:32]=3)[CH:41]=[N:40]2)=[CH:46][CH:47]=1

Participants

4

Reactant 3

HCID 24614Phosphorus tribromideHCID 580428824-Benzyloxy-1-[2-(4-bromomethyl-phenyl)-2-oxo-ethyl]-1H-pyridin-2-oneHCID 670078515-(5-Chloro-pyridin-2-ylmethoxy)-2-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-2H-pyridazin-3-one

Product 1

HCID 580428642-[2-(4-Bromomethyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one

Procedure

2-[2-(4-Bromomethyl-phenyl)-2-oxo-ethyl]-5-(5-chloro-pyridin-2-ylmethoxy)-2H-pyridazin-3-one is prepared following preparation 15c from 650 mg (1.69 mmol) 5-(5-chloro-pyridin-2-ylmethoxy)-2-[2-(4-hydroxymethyl-phenyl)-2-oxo-ethyl]-2H-pyridazin-3-one (preparation 18c) and 0.16 mL (1.69 mmol) phosphorus tribromide.

Sources & evidence

ORD record
ord-cd3a8c41f97d423e9bf2198417cd2642
Source dataset
uspto-grants-2011_11
Patent number
US08067590B2

Reaction notes

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