HCID 178436715, compound → HCID 58368552, compound

HRID 1192520Notes

Reaction equation

HRID 1192520 reaction equation
[Cl:1][C:2]1[C:7]([C:8]#[CH:9])=[C:6](/[N:10]=[N:11]/N(CC)CC)[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:4]([CH:24]([OH:26])[CH3:25])[CH:3]=1>ClC1C=CC=CC=1Cl>[Cl:1][C:2]1[CH:3]=[C:4]([CH:24]([OH:26])[CH3:25])[C:5]([C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[CH:18]=2)=[C:6]2[C:7]=1[CH:8]=[CH:9][N:11]=[N:10]2

Participants

3

Reactant 1

HCID 178436715HCID 178436715, compound

Product 1

HCID 58368552HCID 58368552, compoundYield 75.8%

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A solution of 1-{4-chloro-6-[(1E)-3,3-diethyltriaz-1-en-1-yl]-5-ethynyl-3′-fluorobiphenyl-2-yl}ethanol (2.3 g, 6.1 mmol) in 1,2-dichlorobenzene (59 mL) was heated in the microwave at 200° C. for 15 minutes. The reaction mixture was concentrated to give a black residue. Purification by flash column chromatography using acetonitrile in dichloromethane (0%-30%) gave the desired product (1.4 g, 74% for 2 steps). LCMS for C16H13ClFN20 (M+H)+: m/z=303.1; Found: 302.9.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customto give a black residue
  3. customPurification by flash column chromatography

Sources & evidence

ORD record
ord-68ee3790113a4b3f8f2e4ba2abddd861
Source dataset
uspto-grants-2014_03
Patent number
US08680108B2

Reaction notes

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