HCID 56925771, compound → HCID 56925772, compound

HRID 2175466Notes

Reaction equation

HRID 2175466 reaction equation
[Br:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[O:10][C:11]([CH3:15])([C:13]#[CH:14])[CH3:12]>C1(C)C=CC=CC=1>[Br:1][C:2]1[N:7]=[C:6]([CH2:8][OH:9])[CH:5]=[C:4]2[CH:14]=[CH:13][C:11]([CH3:15])([CH3:12])[O:10][C:3]=12

Participants

3

Reactant 1

HCID 56925771HCID 56925771, compound

Product 1

HCID 56925772HCID 56925772, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 31 (700 mg, 2.5 mmol) in toluene (10 mL) was subjected to microwave irradiation (200 W, 120° C.) for 1 h. The reaction mixture was cooled to room temperature and filtered. The filtrate was concentrated under vacuum and the residue purified by column chromatography (silica gel, EA:Hex 1:3-1:2). Yield: 500 mg, 70%. 1H NMR (CDCl3): δ 6.88 (s, 1H), 6.28 (d, J=10 Hz, 1H), 5.90 (d, J=9.6 Hz, 1H), 4.63 (s, 2H), 1.51 ppm (s, 6H).

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated under vacuum
  3. customthe residue purified by column chromatography (silica gel, EA:Hex 1:3-1:2)

Sources & evidence

ORD record
ord-82a724ae69bc4035966b3ed8a160bd39
Source dataset
uspto-grants-2015_06
Patent number
US09062072B2

Reaction notes

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