1-Butanol → HCID 13851884, compound

HRID 1721840Notes

Reaction equation

HRID 1721840 reaction equation
Cl[C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1.[CH2:17]([N:24](C)[CH2:25][CH2:26][CH3:27])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:29](O)CCC>>[CH2:17]([N:24]([C:2]1[N:10]=[CH:9][N:8]=[C:7]2[C:3]=1[N:4]=[CH:5][N:6]2[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][O:12]1)[CH2:25][CH:26]([CH3:27])[CH3:29])[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

4

Reactant 3

HCID 2631-ButanolHCID 977406-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purineHCID 12446306HCID 12446306, compound

Product 1

HCID 13851884HCID 13851884, compoundYield 97%

Procedure

A mixture of 10.7 g. (40 mmole) 6-chloro-9-tetrahydropyran-2-yl purine, 19.5 g. (120 mmole) N-benzyl--methylpropylamine and 60 ml. butanol is heated under reflux for 16 hours. The reaction mixture is evaporated and the residue is taken up in dichloromethane, washed with dilute acetic acid and subsequently with water, dried over anhydrous sodium sulphate, evaporated and the residue triturated with ligroin. There are obtained 14.2 g. of the title compound (97% of theory); m.p. 93°-95° C.

Workup

  1. additionA mixture of 10.7 g
  2. temperatureunder reflux for 16 hours
  3. customThe reaction mixture is evaporated
  4. washwashed with dilute acetic acid and subsequently with water
  5. dry with materialdried over anhydrous sodium sulphate
  6. customevaporated
  7. customthe residue triturated with ligroin
  8. customThere are obtained 14.2 g

Sources & evidence

ORD record
ord-1ac521e06cd1486d914b49e5ad220548
Source dataset
uspto-grants-1989_08
Patent number
US04853386

Reaction notes

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