Hydrogen iodide → HCID 178445670, compound

HRID 1458660Notes

Reaction equation

HRID 1458660 reaction equation
[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[CH:17]=[C:16](Cl)[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[IH:19]>>[C:1]([C@@H:5]1[CH2:10][CH2:9][C@H:8]([NH:11][C:12]2[CH:17]=[C:16]([I:19])[N:15]=[CH:14][N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 24841Hydrogen iodideHCID 178445669HCID 178445669, compound

Product 1

HCID 178445670HCID 178445670, compound

Procedure

2.0 g (7.5 mmol) of 4-(cis-4-tert-butylcyclohexylamino)-6-chloropyrimidine were heated at reflux for 5 hours in 20 ml of aqueous hydroiodic acid (57% strength). After cooling the mixture was filtered with suction, the solid was suspended in water and the suspension was rendered basic using ammonia solution. It was extracted with dichloromethane and the organic phase was dried and concentrated, to leave 1.2 g (44.5% of theory) of colorless resin which gradually crystallized.

Workup

  1. temperatureAfter cooling the mixture
  2. filtrationwas filtered with suction
  3. extractionIt was extracted with dichloromethane
  4. customthe organic phase was dried
  5. concentrationconcentrated
  6. customto leave 1.2 g (44.5% of theory) of colorless resin which
  7. customgradually crystallized

Sources & evidence

ORD record
ord-2f0a5a340ab045e8a6de299aa17d511b
Source dataset
uspto-grants-1998_12
Patent number
US05852023

Reaction notes

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