Thiophene-3-boronic acid → HCID 67400141, compound

HRID 471775Notes

Reaction equation

HRID 471775 reaction equation
[S:1]1[CH:5]=[CH:4][C:3](B(O)O)=[CH:2]1.[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14](Br)[C:11]=1[C:12]#[N:13]>>[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)[C:11]=1[C:12]#[N:13]

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 98130382-Amino-6-bromobenzonitrile

Product 1

HCID 67400141HCID 67400141, compoundYield 94%

Procedure

Prepared as in Example 129c from thiophen-3-ylboronic acid and 2-amino-6-bromobenzonitrile in 94% yield as a beige solid. 1H NMR (400 MHz, DMSO-d6) δ 6.08 (br s, 2H), 6.70 (dd, J=1.2, 7.6 Hz, 1H), 6.77 (dd, J=1.2, 8.4 Hz, 1H), 7.31 (dd, J=7.6, 8.4 Hz, 1H), 7.38 (dd, J=1.2, 4.8 Hz, 1H), 7.66 (dd, J=2.8, 4.8 Hz, 1H), 7.78 (dd, J=1.2, 2.8 Hz, 1H).

Sources & evidence

ORD record
ord-06731fa5a2dc483d8fb60e1aa70812f6
Source dataset
uspto-grants-2014_01
Patent number
US08633186B2

Reaction notes

Loading…