Methyl iodide → HCID 70980888, compound

HRID 1475464Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[CH2:12]([O:14][C:15](=[O:23])[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:13].[CH3:24]I.[H-].[Na+]>>[CH2:12]([O:14][C:15](=[O:23])[C:16]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[N+:9]([O-:11])=[O:10])([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][N:18]=1)[CH3:24])[CH3:13]

Participants

Reactant 4

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 75960Ethyl 2-pyridylacetate

HCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Product 1

HCID 70980888HCID 70980888, compoundYield 83.6%

Procedure

Following similar methods to those described in Preparation 332 starting from 4-bromo-1-fluoro-2-nitro-benzene (5 g, 22.7 mmol), pyridin-2-yl-acetic acid ethyl ester (4.5 g, 27.3 mmol), MeI (5.6 mL, 91 mmol) and NaH (60% in mineral oil, 3 g, 77.1 mmol) gave the title compound (7.2 g) as a yellow solid. MS: [M+H]+=379.

Sources & evidence

ORD record: ord-bfa4bff87cb049cb9f47d5b32f0670c1
Source dataset: uspto-grants-2015_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09018214B2

Reaction notes

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