HCID 20626677, compound → HCID 59683676, compound

HRID 1815969Notes

Reaction equation

HRID 1815969 reaction equation
[C:1]([Si:5]([CH3:24])([CH3:23])[O:6][C@H:7]([CH3:22])[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([O:18][CH2:19][C:20]#[CH:21])[CH:16]=2)[CH:11]=[N:10]1)([CH3:4])([CH3:3])[CH3:2]>C1(C)C=C(C)C=C(C)C=1>[C:1]([Si:5]([CH3:23])([CH3:24])[O:6][C@H:7]([CH3:22])[CH2:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]3[O:18][CH2:19][CH:20]=[CH:21][C:16]3=2)[CH:11]=[N:10]1)([CH3:3])([CH3:4])[CH3:2]

Participants

3

Reactant 1

HCID 20626677HCID 20626677, compound

Product 1

HCID 59683676HCID 59683676, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 7947MesityleneSolvent

Conditions

Temperature
190 °C

Procedure

A solution of the product from Step A (10.9 g, 31.8 mmol) in mesitylene (60 mL) was placed in a pressure tube and degassed under vacuum. The tube was sealed and heated at 190° C. for 20 h. The solution was cooled and purified by chromatography (silica, 10% ethyl acetate in hexane) to give a solid (9.53 g, 87%): mp 58-59° C.; LC/MS (+APCI) m/z 345 (M+H).

Workup

  1. customdegassed under vacuum
  2. customThe tube was sealed
  3. temperatureThe solution was cooled
  4. custompurified by chromatography (silica, 10% ethyl acetate in hexane)

Sources & evidence

ORD record
ord-902c6f304bcf46f5a3dcfd922c3e387b
Source dataset
uspto-grants-2005_04
Patent number
US06881749B2

Reaction notes

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