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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2298674Generated: October 30, 2026

1,1'-Biphenyl-4-yl-boronic acid → Methyl 4-[(4-phenylphenyl)amino]-5-methylthiothiophene-2-carboxylate

https://huagongshe.com/reaction/2298674

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1'-Biphenyl-4-yl-boronic acidHCID 151253—
ReactantMethyl 4-amino-5-methylthiothiophene-2-carboxylateHCID 86583856—
ProductMethyl 4-[(4-phenylphenyl)amino]-5-methylthiothiophene-2-carboxylateHCID 8658385720%

Reaction Steps

Using a procedure similar to Example 208, step (a), 74.4 mg (0.36 mmol) of methyl 4-amino-5-methylthiothiophene-2-carboxylate was allowed to react with 142.5 mg (2 equiv, 0.72 mmol) of 4-phenylphenyl boronic acid to give 24.5 mg (19.1%) of methyl 4-[(4-phenylphenyl)amino]-5-methylthiothiophene-2-carboxylate. 1H NMR (CDCl3, 400 MHz) δ2.45 (s, 3H), 3.92 (s, 3H), 6.38 (bs, 1H), 7.08-7.14 (m, 2H), 7.33 (m, 1H), 7.43-7.46 (m, 2H), 7.54-7.60 (m, 4H), 7.82 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06492403B1
Source datasetuspto-grants-2002_12
ORD IDord-46902cfbe03342b580af5145b9b70b86
Source noteuspto-grants-2002_12