1-Bromo-2-fluoro-4-(methoxymethyl)benzene → HCID 58521842, compound

HRID 2390132Notes

Reaction equation

HRID 2390132 reaction equation
[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[CH:17])([CH3:4])([CH3:3])[CH3:2].Br[C:20]1[CH:25]=[CH:24][C:23]([CH2:26][O:27][CH3:28])=[CH:22][C:21]=1[F:29]>>[C:1]([O:5][C:6](=[O:18])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[C:16]#[C:17][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][O:27][CH3:28])=[CH:22][C:21]=1[F:29])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 205916621-Bromo-2-fluoro-4-(methoxymethyl)benzeneHCID 56594381Tert-butyl(4-chloro-2-ethynylphenoxy)acetate2×

Product 1

HCID 58521842HCID 58521842, compound

Procedure

Following the general method as outlined in Intermediate 20, starting from (4-chloro-2-ethynyl-phenoxy)-acetic acid tert-butyl ester (Intermediate 3) and 1-bromo-2-fluoro-4-(methoxymethyl)benzene (obtained in Step 1), the title compound was obtained as a dark orange sticky solid after purification by flash column chromatography (silica), eluting with cyclohexane containing increasing amounts of EtOAc.

Sources & evidence

ORD record
ord-deeb89a364ba47f6af2193c49bf1bee7
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

Loading…