Diiodomethane → HCID 18354426, compound

HRID 429304Notes

Reaction equation

HRID 429304 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:9]2[C:13]3[CH:14]=[CH:15][C:16](N)=[CH:17][C:12]=3[N:11]=[CH:10]2)[CH:6]=[CH:5][N:4]=1.C(ON=O)CC(C)C.[I:27]CI>>[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:9]2[C:13]3[CH:14]=[CH:15][C:16]([I:27])=[CH:17][C:12]=3[N:11]=[CH:10]2)[CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 3

HCID 6346DiiodomethaneHCID 8053Isoamyl NitriteHCID 15549643HCID 15549643, compound

Product 1

HCID 18354426HCID 18354426, compound

Conditions

Temperature
100 °C

Procedure

2-Methylthio-4-[5-aminobenzimidazol-1-yl]pyrimidine (EXAMPLE 3, 513 mg) was dissolved in diiodomethane (5 mL), isoamylnitrite (0.32 mL) was added and the resulting solution was heated to 100° C. for 30 minutes. Upon cooling to rt, the reaction mixture was directly purified by column chromatography (SiO2, 5% MeOH in CH2Cl2) to yield 342 mg of the title compound. Mass spectrum 371.1 (ESI) (M+).

Workup

  1. temperatureUpon cooling to rt
  2. customthe reaction mixture was directly purified by column chromatography (SiO2, 5% MeOH in CH2Cl2)

Sources & evidence

ORD record
ord-17c3fb521491440bbf83b36473716644
Source dataset
uspto-grants-2001_11
Patent number
US06316444B1

Reaction notes

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