4-Bromobenzaldehyde → HCID 86660612, compound

Participants

Role	Name	HCID	Charge
Reactant	4-Bromobenzaldehyde	HCID 70741	—
Reactant	5-Hydroxymethylthiophene-2-boronic acid	HCID 4374265	—
Reactant	4-bromo-N-(3-methoxyphenyl)-N-methylbenzenesulfonamide	HCID 62003284	—
Product	HCID 86660612	HCID 86660612	73%

Reaction Steps

When the product of Step B and 4-carbaldehyde-boronic acid were substituted for 4-bromobenzaldehyde and 5-(hydroxymethyl)thiophen-2-ylboronic acid, respectively, in Example 22, Step A, the similar process afforded the title compound in 73% yield, as pale solid. 1H-NMR (CDCl3) 10.07 (s, 1H); 7.98 (d, 2H, J=6.56 Hz); 7.75 (d, 2H, J=8.24 Hz); 7.7 (d, 2H, J=8.82 Hz); 7.66 (d, 2H, J=8.75 Hz); 7.19 (t, 1H, J=8.13 Hz); 6.81 (dd, 1H, J=8.30, 2.45 Hz); 6.74 (t, 1H, J=2.17 Hz); 6.65 (dd, 1H, J=7.96, 1.24 Hz); 3.76 (s, 3H); 3.20 (s, 3H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09193716B2
Source dataset	uspto-grants-2015_11
ORD ID	ord-8d3517c857a94af8b73313a7af7fc389
Source note	uspto-grants-2015_11