3-Bromopyridine → HCID 21904992, compound

HRID 1247315Notes

Reaction equation

[C:1]([C:3]1[CH:31]=[CH:30][C:6]([CH2:7][NH:8][C:9](=[O:29])[CH:10]([C:13]2[CH:18]=[CH:17][C:16](B3OC(C)(C)C(C)(C)O3)=[CH:15][C:14]=2[F:28])[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:2].Br[C:33]1[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=1>>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9](=[O:29])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([C:33]3[CH:34]=[N:35][CH:36]=[CH:37][CH:38]=3)=[CH:15][C:14]=2[F:28])[O:11][CH3:12])=[CH:30][CH:31]=1)#[N:2]

Participants

Reactant 2

HCID 122863-Bromopyridine

HCID 21905721HCID 21905721, compound

Product 1

HCID 21904992HCID 21904992, compound

Procedure

In analogy to example 57.1 (RS)-N-(4-cyano-benzyl)-2-[2-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-2-methoxy-acetamide was reacted with 3-bromopyridine to give (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-4-pyridin-3-yl-phenyl)-2-methoxy-acetamide. Light brown amorphous solid. MS 376.3 ([M+H]+)

Sources & evidence

ORD record: ord-510faa300ea44b1f956816afdec19a5b
Source dataset: uspto-grants-2006_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07129238B2

Reaction notes

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