5-Bromothiophene-2-carbaldehyde → 5-(4-Methoxyphenyl)thiophene-2-carbaldehyde

Reaction equation

Br[C:2]1[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=1.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13][CH:12]=1>>[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:2]2[S:6][C:5]([CH:7]=[O:8])=[CH:4][CH:3]=2)=[CH:13][CH:12]=1

Participants

Reactant 2

HCID 784285-Bromothiophene-2-carbaldehyde

HCID 201262(4-Methoxyphenyl)boronic acid

Product 1

HCID 27978005-(4-Methoxyphenyl)thiophene-2-carbaldehydeYield 82%

Procedure

The title compound was prepared from 5-bromo-thiophene-2-carbaldehyde (2.0 g, 10.5 mmol) and (4-methoxyphenyl) boronic acid (1.6 g, 11 mmol) using the procedure of Example 159, step 1 with 82% yield (1.9 g).

Sources & evidence

ORD record: ord-528d8db124894b02a0576e5c5475ad84
Source dataset: uspto-grants-2013_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08598359B2

Reaction notes

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