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Pyridine → 6-(N-Allyl-N-cyclohexylamino)-9-(2-acetoxypropyl)-purine

HRID 1721847
Notes
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Reaction equation

HRID 1721847 reaction equation
[CH2:1]([N:4]([C:11]1[N:19]=[CH:18][N:17]=[C:16]2[C:12]=1[N:13]=[CH:14][N:15]2[CH2:20][CH:21]([OH:23])[CH3:22])[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1)[CH:2]=[CH2:3].N1C=CC=CC=1.[C:30](OC(=O)C)(=[O:32])[CH3:31]>O>[CH2:1]([N:4]([C:11]1[N:19]=[CH:18][N:17]=[C:16]2[C:12]=1[N:13]=[CH:14][N:15]2[CH2:20][CH:21]([O:23][C:30](=[O:32])[CH3:31])[CH3:22])[CH:5]1[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10]1)[CH:2]=[CH2:3]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 138519426-(N-Allyl-N-cyclohexylamino)-9-(2-hydroxypropyl)-purine

Product 1

HCID 200299746-(N-Allyl-N-cyclohexylamino)-9-(2-acetoxypropyl)-purineYield 67%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 2.3 g. (7.5 mmole) of the compound of Example 15 in 30 ml. pyridine there is added dropwise 1.0 ml. of acetic anhydride. The reaction mixture is stirred for 16 hours at ambient temperature, poured into water, extracted with ethyl acetate, washed neutral, dried and evaporated. There is obtained 1.8 g. of the title compound (67% of theory) in the form of an oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washwashed neutral
  3. customdried
  4. customevaporated
  5. customThere is obtained 1.8 g

Sources & evidence

ORD record
ord-2c0ca5afc9fd43b4aa30a4f8b300d0c7
Source dataset
uspto-grants-1989_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04853386

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes