HCID 178419017, compound → HCID 178518717, compound

HRID 1385544Notes

Reaction equation

HRID 1385544 reaction equation
Cl[C:2]1[N:3]=[C:4]([OH:19])[C:5]2[N:6]=[CH:7][N:8]([C:17]=2[N:18]=1)[C@@H:9]1[O:16][C@H:13]([CH2:14][OH:15])[C@@H:11]([OH:12])[CH2:10]1.[NH2:20][CH2:21][CH2:22][C:23]1[N:27]=[CH:26][NH:25][CH:24]=1>COCCO>[NH:25]1[CH:24]=[C:23]([CH2:22][CH2:21][NH:20][C:2]2[NH:3][C:4](=[O:19])[C:5]3[N:6]=[CH:7][N:8]([C:17]=3[N:18]=2)[C@@H:9]2[O:16][C@H:13]([CH2:14][OH:15])[C@@H:11]([OH:12])[CH2:10]2)[N:27]=[CH:26]1

Participants

4

Reactant 2

HCID 178419017HCID 178419017, compoundHCID 178521063HCID 178521063, compound

Product 1

HCID 178518717HCID 178518717, compound

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 2-chloro-2′-deoxyinosine (6.0 g, 20.97 mmol) and histamine (4.4 g, 40 mmol) in 2-methoxyethanol (60 ml) was heated in a steel bomb at 110° C. for 12 hrs. The bomb was cooled to 0° C., opened carefully and the precipitated solid was filtered. The solid was washed with methanol and acetone and crystallized from DMF/water to give 6 g (79%) of pure 125. mp 220-222° C.

Workup

  1. filtrationthe precipitated solid was filtered
  2. washThe solid was washed with methanol and acetone
  3. customcrystallized from DMF/water
  4. customto give 6 g (79%) of pure 125

Sources & evidence

ORD record
ord-f0bca76af44e4275b087472bffcb024f
Source dataset
uspto-grants-2001_07
Patent number
US06262241B1

Reaction notes

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