HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

4-Ethylthiophenylboronic acid → 3-[4-(Ethylthio)phenyl]-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine

HRID 452834
Notes
Print preview

Reaction equation

HRID 452834 reaction equation
Br[C:2]1[C:6]2=[N:7][C:8]([C:11]3[O:12][C:13]([CH3:16])=[N:14][N:15]=3)=[CH:9][CH:10]=[C:5]2[O:4][CH:3]=1.[CH2:17]([S:19][C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)[CH3:18]>>[CH2:17]([S:19][C:20]1[CH:25]=[CH:24][C:23]([C:2]2[C:6]3=[N:7][C:8]([C:11]4[O:12][C:13]([CH3:16])=[N:14][N:15]=4)=[CH:9][CH:10]=[C:5]3[O:4][CH:3]=2)=[CH:22][CH:21]=1)[CH3:18]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 27343534-Ethylthiophenylboronic acidHCID 686630993-Bromo-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine

Product 1

HCID 686641153-[4-(Ethylthio)phenyl]-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridineYield 12%

Procedure

In the same manner as in Example 132 and using 3-bromo-5-(5-methyl-1,3,4-oxadiazol-2-yl)furo[3,2-b]pyridine instead of 2-(3-bromo-1-benzofuran-5-yl)-5-methyl-1,3,4-oxadiazole, using [4-(ethylthio)phenyl]boronic acid instead of (4-fluorophenyl)boronic acid, and using [1,1′-bis(diphenylphosphino)ferrocene]palladium(II) chloride dichloromethane complex instead of tetrakis(triphenylphosphine)palladium(0), the title compound (yield 12%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-18b54119f1cb46d982e1390d780a5e0c
Source dataset
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08492378B2

Reaction notes

Loading…

On this pageParticipantsProcedureSources & evidenceReaction notes