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

Triethylamine → HCID 69070551, compound

HRID 1869985
Notes
Print preview

Reaction equation

HRID 1869985 reaction equation
[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[CH:13])[CH:7]=1)([CH3:3])[CH3:2].[CH2:15]([O:17][C:18](=[O:28])[CH2:19][C:20]1[CH:25]=[CH:24][C:23](I)=[CH:22][C:21]=1[F:27])[CH3:16].C(N(CC)CC)C.C(OCC)(=O)C>CCCCCC.[Cu]I.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH:1]([O:4][C:5](=[O:14])[C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([C:12]#[C:13][C:23]2[CH:24]=[CH:25][C:20]([CH2:19][C:18]([O:17][CH2:15][CH3:16])=[O:28])=[C:21]([F:27])[CH:22]=2)[CH:7]=1)([CH3:3])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

8

Reactant 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 18740710Ethyl 2-fluoro-4-iodophenylacetateHCID 57424260HCID 57424260, compound2×

Product 1

HCID 69070551HCID 69070551, compound

Reagents, catalysts & solvents 3

HCID 24350
Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)
Catalyst
HCID 178418476HCID 178418476, compoundCatalyst
HCID 8058HexaneSolvent

Procedure

Following General Procedure B and using 3-ethynyl-benzoic acid isopropyl ester (Intermediate 137, 0.099 g, 0.53 mmol), 2-fluoro-4-iodo phenyl acetic acid ethyl ester (0.164 g, 0.53 mmol), triethyl amine (3 mL), copper(I)iodide (0.01 g, 0.05 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.035 g, 0.5 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 7-10% ethyl acetate in hexane as the eluent, the title compound was obtained as a light orange oil (0.08 g, 92%).

Sources & evidence

ORD record
ord-1a0c9d7b459a45f8baa44f4815643133
Source dataset
uspto-grants-2009_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07638648B2

Reaction notes

Loading…

On this pageParticipantsProcedureSources & evidenceReaction notes