Methanol → HCID 66915676, compound

HRID 656482Notes

Reaction equation

HRID 656482 reaction equation
C[O:2][C:3]1[CH:8]=[C:7]2[O:9][CH2:10][CH2:11][C:12]3([CH2:17][CH2:16][CH2:15][N:14]4[CH:18]=[N:19][CH:20]=[C:13]34)[C:6]2=[CH:5][CH:4]=1.C[Si](I)(C)C.CO>C(#N)C>[CH:20]1[N:19]=[CH:18][N:14]2[CH2:15][CH2:16][CH2:17][C:12]3([C:6]4[C:7](=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=4)[O:9][CH2:10][CH2:11]3)[C:13]=12

Participants

5

Reactant 3

HCID 887MethanolHCID 85247Trimethylsilyl iodideHCID 66915588HCID 66915588, compound

Product 1

HCID 66915676HCID 66915676, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 1 mmol of 7-methoxy-2,3,6′,7′-tetrahydro-5′H-spiro[chromene-4,8′-imidazo[1,5-a]pyridine] and 5 ml of trimethylsilyl iodide in 20 ml of acetonitrile is heated at reflux for 24 hours. 5 ml of methanol are added cautiously and the mixture is heated at reflux for a further 30 minutes. The reaction mixture is evaporated. From the residue the title compound is identified by means of flash chromatography (SiO2 60F) on the basis of the Rf value.

Workup

  1. temperatureis heated
  2. temperatureat reflux for 24 hours
  3. temperaturethe mixture is heated
  4. temperatureat reflux for a further 30 minutes
  5. customThe reaction mixture is evaporated

Sources & evidence

ORD record
ord-c3ae7b272d074338a30f58dbf58286ac
Source dataset
uspto-grants-2011_12
Patent number
US08071774B2

Reaction notes

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