Thiophene-3-boronic acid → HCID 90338658, compound

HRID 1508965Notes

Reaction equation

HRID 1508965 reaction equation
Cl[C:2]1[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][C:5]2=[C:4]([Cl:11])[CH:3]=1.[S:12]1[CH:16]=[CH:15][C:14](B(O)O)=[CH:13]1>>[Cl:11][C:4]1[CH:3]=[C:2]([C:14]2[CH:15]=[CH:16][S:12][CH:13]=2)[N:7]=[C:6]2[CH2:8][CH2:9][CH2:10][C:5]=12

Participants

3

Reactant 2

HCID 581760Thiophene-3-boronic acidHCID 122148172,4-Dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine

Product 1

HCID 90338658HCID 90338658, compoundYield 70%

Procedure

Following general procedure F, 2,4-dichloro-6,7-dihydro-5H-cyclopenta[b]pyridine (0.150 g, 0.80 mmol) was reacted with thiophen-3-ylboronic acid (0.112 g, 0.88 mmol) to afford the title compound (0.132 g, 70%) as a white solid. MW=235.73. 1H NMR (CDCl3, 500 MHz) δ 7.88-7.82 (m, 1H), 7.61-7.56 (m, 1H), 7.40-7.34 (m, 1H), 3.11 (t, J=7.5 Hz, 2H), 3.00 (t, J=7.5 Hz, 2H), 2.16 (quin, J=7.5 Hz, 2H); APCI MS m/z 236 [M+H]+.

Sources & evidence

ORD record
ord-1cf99f25f5a748ef8c6383e2841153b9
Source dataset
uspto-grants-2015_12
Patent number
US09221843B2

Reaction notes

Loading…