Methanesulfonate → HCID 22133912, compound

HRID 1826541Notes

Reaction equation

HRID 1826541 reaction equation
CS([O-])(=O)=O.N[C:7]1[N:15]=[C:14]([C:16]#[C:17][C:18]2([OH:24])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[N:13]=[C:12]2[C:8]=1[N:9]=[C:10]([C:26]1[CH:31]=[CH:30][CH:29]=[C:28]([F:32])[CH:27]=1)[N:11]2[CH3:25]>O1CCCC1>[F:32][C:28]1[CH:27]=[C:26]([C:10]2[N:11]([CH3:25])[C:12]3[C:8]([N:9]=2)=[CH:7][N:15]=[C:14]([C:16]#[C:17][C:18]2([OH:24])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]2)[N:13]=3)[CH:31]=[CH:30][CH:29]=1

Participants

4

Reactant 2

HCID 85257MethanesulfonateHCID 9842054HCID 9842054, compound

Product 1

HCID 22133912HCID 22133912, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A methanesulfonate (470 mg) prepared from 1-{2-[6-amino-8-(3-fluorophenyl)-9-methyl-9H-2-purinyl]-1-ethynyl}-1-cyclohexanol by a conventional method was dissolved in 25 ml of tetrahydrofuran, 0.44 ml of isoamyl nitride was added thereto and the mixture was heated under reflux for 1 hour. The reaction solution was concentrated to dryness and purified by a silica gel column (eluting with dichloromethane:methanol=95:5) to give 20 mg of the title compound.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. concentrationThe reaction solution was concentrated to dryness
  4. custompurified by a silica gel column (eluting with dichloromethane:methanol=95:5)

Sources & evidence

ORD record
ord-f79998320adf4fefaecc22913ac1df66
Source dataset
uspto-grants-2006_05
Patent number
USRE039112E1

Reaction notes

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