Glycol monoethyl ether → 8-(4-(2-Fluorophenyl)pyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine

HRID 1844933Notes

Reaction equation

[F:1][C:2]1[CH:7]=[C:6](F)[CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]2[C:20]3[O:21][C:22]4[C:27]([C:19]=3[CH:18]=[CH:17][CH:16]=2)=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=4)[CH:10]=1.C(OCCO)C>CN(C=O)C>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH:14]=[CH:13][N:12]=[C:11]([C:15]2[C:20]3[O:21][C:22]4[C:27]([C:19]=3[CH:18]=[CH:17][CH:16]=2)=[CH:26][CH:25]=[C:24]([CH3:28])[N:23]=4)[CH:10]=1

Participants

Conditions

Temperature: 130 °C

Procedure

To a 250 mL flask added iridium complex (2.348 g, 3.29 mmol), 8-(4-(2,4-difluorophenyl)pyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine (2.45 g, 6.58 mmol), 2-ethoxyethanol (60 mL), DMF (60 mL). The mixture was heated in an oil bath at 130° C. overnight under N2 and allowed to cool and evaporated the solvents to leave a red/orange solid which was further purified by silica gel column to give orange solid 1.7 g (61% yield) desired product which was confirmed by LC-MS.

Workup

temperatureto cool
customevaporated the solvents
customto leave a red/orange solid which
customwas further purified by silica gel column

Sources & evidence

ORD record: ord-7efa3f4633834be780cd624a8333ecf4
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08946697B1

Reaction notes

Loading…